Archives of Journal Articles

java · Consumer

The purpose of this file is to archive all journal articles used on this forum and others . It would be beneficial to all concerned if we follow a method.

This is an example of how it should be entered.....

Title
author
journal name, year, vol. no. pg.a-b

link source here , list if it's a pdf, djvu, etc...

abstract if available

below this you can give a summary or not, or comments of the article and what is good for ....etc.

I will sort them out and start putting them in folders , alkylations , halogenations, hydrogenations, aminations....and so on , so when you need an article on a specific reaction you can find it or post it in the wanted journal article folder.....thanks for your cooperation , java

java · Consumer

Reaction of Inorganic Cyanates with Halides. II. Reactions of Chlorohydrins
Brian L. Phillips, Perry A. Argabright
J. Hetrocyclic Chemistry 1966, Volume 3, pp. 84-89

http://home.ripway.com/2004-2/71090/Chemarticles/jhc1966-84-89.djvu

Abstract
The reaction of ethylene and trimethylene chlorohydrins with cyanate ion in anhydrous dimethylformamide (DMF) forms 2-oxazolidinone and tetrahydro-2H-1,3-oxazin-2-one, respectively. These are the major products over a wide concentration range, and at initial chlorohydrin concentration of 1 M and lower, the yields are high enough to make the reaction useful for synthesis of oxazine and oxazolidine derivatives. The corresponding reaction with tetramethylene chlorohydrin gave tetrahydrofuran as the major product with the by - products being polymeric. Pentamethylene and hexamethylene chlorohydrins yield linear polyurethanes when allowed to react with cyanate in DMF. Examination of the relative rates of reaction of these chlorohydrins indicate that the mechanism by which urethanes are formed (both cyclic and polymeric) is an SN2 displacement of chloride by cyanate ion to give an isocyanate intermediate which then reacts with an alcohol group to form urethane.

Note: thanks to Lief for acquiring this study

java · Consumer

2-Oxazolidones
Martin E. Dyen and Daniel Swern
Chem. Rev. 197 - 246, 1967

the first page with contents is here

I copied pages 197 to 236 of the Chemical Reviews article (without most of the references at the end):
http://rapidshare.de/files/981649/chemrev1967-197-236.djvu.html
I'll copy and upload the rest of the references later.

Here's the rest of the references: http://rapidshare.de/files/1012540/chemrev1967-237-246.djvu.html

Note: thanks to Lief for securing this study

java · Consumer

The Hydrogenolysis of Organic Halides
A.R.Pinder
Synthesis 425, 1980
http://rapidshare.de/files/873412/s-1980-29046.pdf.ht

java · Consumer

New Methods and Reagents in Organic Synthesis; 7. alpha-Alkylation of Benzylamine under Phase-Transfer Catalyzed Conditions
Toyohira Asai, Toyohiko Aoyama, Takayuki Shioiri
Synthesis 811,1980

http://rapidshare.de/files/873601/New_method_and_reagents_in_Organic_synthesis_.pdf.html

java · Consumer

Solid-Liquid Phase Transfer Catalytic Synthesis of Alpha-Amino Acid Via Alkylation and Nucleophilic Addition of Benzaldehyde Imines.
Jiang Yaozhong, Zhou Changyou, Wu Shengde, Chen Daimo, Ma Youan, Liu Guilan
Tetrahedron Vol. 44, No. 17, pp. 5343-5353. 1988

Tetrahedron 44, #17, 5343-53, 1988.

A Convenient Synthesis of erythro- and threo-3-Fluorophenyl-Alanine From a Protected Glycine Synthon
Martin J. O'Donnell, Charlotte L. Barney, James R. McCarthy
Tetrahedron Letters, Vol. 26, No. 26, pp 3067-3070, 1985

TL 26, #26, 3067-70, 1985

Note : thanks to CherrieBaby for the securing of the articles

java · Consumer

Here is a slightly better and smaller version of one of the above already posted, plus two of the others.

New Methods and Reagents in Organic Synthesis; 7. alpha-Alkylation of Benzylamine under Phase-Transfer Catalyzed Conditions.
Toyohira Asai, Toyohiko Aoyama, Takayuki Shiori
Synthesis, 1980, pp 811-812.

Synthesis,1980,pp811-2.

Synthesis Of alpha-Methylhistidine By Catalytic Alkylations
Martin J. O'Donnell, David B. Rusterholz
Synthetic Communications, 19, 1157-1165 (1989)

Synth.Comms,19,pp1157-65(1989).

Direct Asymmetric a-Alkylation of Phenylalanine Derivatives Using No External Chiral Sources
Takeo Kawabata, Thomas Wirth, Kiyoshi Yahiro, Hideo Suzuki, and Kaoru Fuji
J. Am. Chem. Soc. 1994, 116. 10809-10810

JACS.116.pp10809-10(1994)

Note: thanks to CherrieBaby for securing the articles.

java · Consumer

The Action of Formaldehyde on Amines and Amino Acids
H. T. Clarke, H. B. Gillespie & S. Z. Weisshaus
JACS 55, 4571-4587, Nov. 1933

PDF

Excerp
The convenient method due to Sommelet and Ferrand [1] for the preparation of trimethylamine from ammonium formate, formaldehyde and formic acid, though its usefulness has recently been demonstrated
[2]in the case of anabasine, appears not to have attained general recognition as a means for the methylation of amines.

This process furnishes excellent yields of tertiary bases from simple primary and secondary aliphatic amines, including piperidine. Its ready applicability is illustrated by the complete methylation of tetramethylenediamine, the hydrochloride of which is extensively decomposed by heating at 125° with aqueous formaldehyde,
[3] and yields the tetramethyl derivative only when heated to 200° with dry paraformaldehyde. [4]
The reaction appears to be specific for formaldehyde, in contrast to its homologs, which apparently require higher temperatures [5] for corresponding changes to take place. Thus, a mixture of acetaldehyde, formic acid and ammonium formate yielded no carbon dioxide on heating on the steam-bath, and from the resulting bases only 2-methyl-5-ethylpyridine could be isolated. The reaction also fails with compounds which strongly polar groups are attached to nitrogen, such as amides,urea, guanidine and hydroxylamine; these appear to yield hydroxymethyl derivatives only.

java · Consumer

Regioselective reductive electrophilic substitution of 1,2,3-trimethoxybenzene and its 5-alkyl-substituted homologs
Ugo Azzena, Teresa Denurra, Giovanni Melloni, and Anna Maria Piroddi
J. Org. Chem., 55, 5386-5390 (1990)
PDF

Nucleophilic Trifluoromethylation Using Trifluoromethyl Iodide. A New and Simple Alternative for the Trifluoromethylation of Aldehydes and Ketones
Samia A?t-Mohand, Naoto Takechi, Maurice Médebielle, and William R. Dolbier, Jr.
Org. Lett., 3, 4271-4273 (2001)
PDF

The Chemistry of Sulfur Tetrafluoride. II. The Fluorination of Organic Carbonyl Compounds
W. R. Hasek, W. C. Smith, and V. A. Engelhardt
J. Am. Chem. Soc. 82, 543-551 (1960)
PDF

1-(2,5-Dimethoxy-4-(trifluoromethyl)phenyl)-2-aminopropane: A Potent Serotonin 5-HT2A/2C Agonist
David E. Nichols, Stewart Frescas, Danuta Marona-Lewicka, Xuemei Huang, Bryan L. Roth, Gary A. Gudelsky, J. Frank Nash
J. Med. Chem.; 1994; 37(25); 4346-4351
PDF

Note: thanks to t_dan_t for securing the articles

java · Consumer

Selective and Rapid Oxidation of primary, allylic and benzylic alcohols to the corresponding carbonyl compounds with NaNO2-acetic anhydride under mild and solvent -free conditions.
Babasahe P.Bandgar, Vaibhav S. Sadavarte and Lavkumar S. Uppalla

djvu

java · Consumer

The asymmetric Birch reduction and reduction–alkylation strategies for
synthesis of natural products
Arthur G. Schultz

PDF

Abstract

Synthetic applications of the asymmetric Birch reduction and
reduction–alkylation are reported. Synthetically useful chiral
intermediates have been obtained from chiral 2-alkoxy-,
2-alkyl-, 2-aryl- and 2-trialkylsilyl-benzamides I and the
pyrrolobenzodiazepine-5,11-diones II. The availability of a wide
range of substituents on the precursor benzoic acid derivative,
the uniformly high degree of diastereoselection in the chiral
enolate alkylation step, and the opportunity for further
development of stereogenic centers by way of olefin addition
reactions make this method unusually versatile for the asymmetric
synthesis of natural products and related materials.

java · Consumer

Convenient Oxidation of Oximes to Nitro Compounds with Sodium Perborate in Glacial Acetic Acid
George Olah, Pichika Ramaiah, Chang-Soo Lee, G. K. Surya Prakash
SynLett 1992, pp. 337-339
PDF

Commentaryby CherrieBaby

1) Pyruvate + Hydroxylamine --> Oxime
2) Oxime + Perborate --> alpha-nitro-propionic acid (journal wanted)
3) alpha-nitro-propionic acid --> nitroethane

The 1st and 3rd rxns are simple.
-

java · Consumer

Chromatographic and Spectroscopic Methods of Identification for the Side-Chain Regioisomers of 3,4-Methylenedioxyphenethylamines Related to MDEA, MDMMA, and MBDB
Aalberg L.1; DeRuiter J.1; Noggle F.T.2; Sippola E.3; Clark C.R.1
Journal of Chromatographic Science, May/June 2003, vol. 41, no. 5, pp. 227-233(7)

PDF

Abstract
:
Three regioisomeric 3,4-methylenedioxyphenethylamines having the same molecular weight and major mass spectral fragments of equivalent mass have been reported as components of clandestine drug samples in recent years. These drugs of abuse are 3,4-methylenedioxy-N-ethylamphetamine, 3,4-methylenedioxy-N,N-dimethylamphetamine, and N-methyl-1-(3,4-methylenedioxyphenyl)-2-butanamine. These three compounds are a subset of a total of ten regioisomeric 3,4-methylenedioxyphenethylamines of molecular weight 207, yielding regioisomeric fragment ions of equivalent mass (m/z 72 and 135/136) in the electron impact mass spectrum. The specific identification of one of these compounds in a forensic drug sample depends upon the analyst's ability to eliminate the other regioisomers as possible interfering or coeluting substances. This paper reports the synthesis, mass spectral characterization, and chromatographic analysis of these ten unique regioisomers. The ten regioisomeric methylenedioxyphenethylamines are synthesized from commercially available precursor chemicals. The electron impact mass spectra of these regioisomers show some variation in the relative intensity of the major ions with only one or two minor ions that might be considered side-chain specific fragments. Thus, the ultimate identification of any one of these amines with the elimination of the other nine regioisomeric substances depends heavily upon chromatographic methods. Chromatographic separation of these ten uniquely regioisomeric amines is studied using gas chromatographic temperature program optimization

java · Consumer

THE PREPARATION OF THE SODIUM SALTS OF OMEGA-HYDROXYBUTYRIC, -VALERIC AND -CAPROIC ACIDS
C. S. Marvel and E. R. Birkhimer
JACS Vol. 51, Page 260 (1929)

Several studies have been made of the hydroxy and amino acids in an attempt to find whether or not they give the same end products in metabolism in the animal organism. In order to gain further information concerning this problem, the preparation of the salts of some w-hydroxy acids was undertaken so that they might be compared with the w-amino acids which have recently been studied by Corley [1].
The general procedure which was used for the preparation of these compounds can be illustrated by the following reactions

C6H5-O(CH2)x-COOH –(1)-à Br(CH2)x-COOH----(2)à cyclization (to following lactones) –(3)à HO(CH2)x-COONa

(1) = + HBr
(2)= + NaOC2H5
(3) = NaOH

Although these reactions are not essentially new, the methods have not been described in sufficient detail to make possible the easy production of any considerable amounts of these compounds.
g-Phenoxybutyric acid was prepared by the method of Lohmann [2] except that the hydrolysis was carried out under a reflux condenser and not in closed tubes. g-Brombutyric acid was obtained from it by the method devised by Merchant, Wickert and Marvel [3] for converting phenoxy acids to the corresponding bromo acids. The bromo acid was converted to g-butyrolactone by the method which Cloves [4] has described for the preparation of d-valerolactone from d-bromvaleric acid. The lactone was saponified in the usual way with dilute sodium hydroxide solution.
d-Valerolactone was prepared by the same series of reactions, starting with d-phenoxyvaleric acid, and then hydrolyzed to give sodium d-hydroxyvalerate. However, when Cloves` method of preparing a lactone was applied to e-bromcaproic acid, a very poor yield of e-caprolactone was obtained. This material was apparently a compound of the type {O(CH2)5COO(CH2)5CO]x, since on hydrolyzing with aqueous hydroxide solution it gave a salt which by analysis agreed with sodium hydroxycaproate.

Experimental part.

g-Phenoxybutyric acid.

A mixture of 500 g. of phenoxypropyl cyanide and 2500 cc. of concentrated hydrochloric acid (sp.gr., 1.19) was boiled under reflux condencer for about five hours. The phenoxybutyric acid was extracted with benzene, the benzene was evaporated and the product distilled under reduced pressure. The yield was 340 g. (61 % of the theoretical amount) boiling at 192-197 C (18 mm.).

g-Brombutyric acid.

A mixture of 340 g. of g-phenoxybutyric acid and 550 cc. of 48% hydrobromic acid was placed in a 1-liter round-bottomed flack attached to a 1-meter fractionating column by means of a mercury seal. The reaction mixture was heated to such a point that the temperature of the vapors at the top of the column was about 120 C. After about five hours no more phenol was distilling. The reaction mixture was diluted with water and the g-brombutyric acid was extracted with ether. The product was distilled under reduced pressure. The yield was 220 g. (70% of the theoretical amount) of g-brombutyric acid, b.p. 124-127 C (7 mm).

g-Butyrolactone.

To a solution of 7,8 g. of sodium in 500 cc. of absolute alcohol was added 60.5 g. of g-brombutyric acid. The reaction mixture was boiled under a reflux condenser for about five hours. During this time sodium bromide separated. The alcohol was distilled from a steam-bath and the lactone was separated from the sodium bromide by extraction with ether. The ether was evaporated and the lactone distilled under ordinary pressure. The yield was 21.2 g. (67% of the theoretical amount) of a product boiling at 202-206 C; sp.gr. (28/2 1.1054; n(26,5/D) 1.4343.

Sodium g-hydroxybutyrate.

A mixture of 16.3 g. of g-butyrolactone and 7.4 g. of sodium hydroxide dissolved in 30 cc. of water was boiler under a reflux condenser for about three hours. At the end of this time more water was added to dissolve the salt and the solution was filtered and evaporated to dryness under reduced pressure. The salt was recrystallized from alcohol. The yield was 11,5 g. (40% of the theoretical amount).

Anal. Subs., 0.2106: Na2SO4, 0.1171. Calcd. for C4H7O3Na: Na, 18.25. Found: Na, 18.02.

d-Valerolactone.

d-Valerolactone was obtained in 58% yield from d-bromvaleric acid by the method of Cloves [4]. It boiled at 215-220 C at atmospheric pressure; sp.gr. (20/20) 1.1130; n (20/D) 1.4600.

Sodium g-hydroxyvalerate.

This material was prepared by the method used for corresponding butyric acid derivative. From 11 g. of lactone and 4 g. of sodium hydroxide in 20 cc. of water there obtained 6,6 g. (47% of the theoretical amount) of product.

Anal. Subs., 0.2140: Na2SO4, 0.1085. Calcd. for C5H9O3Na: Na, 16.43. Found: Na, 16.42.

Sodium g-hydroxycaproate.

To the solution of 9 g. sodium in 500 cc. of absolute alcohol was added 77 g. of e-bromcaproic acid. The solution was boiled under reflux for about five hours and then the alcohol was distilled and the residue in the flask extracted with ether. The ether was evaporated and an attempt was made to distill the residue. About 10 g. of material which seemed to be slightly impure e-caprolactone was obtained, boiling at 135-140 (35 mm). It gave a slight test for bromine; sp.gr. (24/24) 1.0306; n (24/D) 1.4481.
There was considerable residue (25-30 g.) left in the distilling flask which did not distil when heated to above 200 C under 35 mm. Pressure. This residue was hydrolyzed by boiling with an aqueous solution of about 6 g. of sodium hydroxide. This solution was decolorized with decolorizing carbon (Norite), filtered and evaporated to dryness. The residue was recrystallized from alcohol. In this manner 14,5 g. of sodium salt was obtained.

References and Notes.

[1] Corey, J. Biol. Chem., 70, 99 (1926).
[2] Lohmann, Ber., 24, 2640 (1891).
[3] Merchant, Wickert and Marvel, THIS JOURNAL (JACS)., 49, 1828 (1927).
[4] Cloves, Ann., 319, 367 (1901)

Note: Our thanks to Hex for securing the document

nubee · Master Archiver

2-Oxazolidones
Martin E. Dye And Daniel Swern
Chem. Rev. 1967 197 - 246
Download

Solvent-free isomerization of methyl chavicol to trans-anethole using transition metal complexes as catalysts
Sumeet K. Sharma, Vivek K. Srivastava, Priti H. Pandya, Raksh V. Jasra
Catalysis Communications 6 (2005) 205–209
Download

Ascorbic and 6-Br-ascorbic acid conjugates as a tool to increase the therapeutic effects of potentially central active drugs
Alessandro Dalpiaza, Barbara Pavanb, Silvia Vertuania, Federica Vitalia, Martina Scagliantia, Fabrizio Bortolottia, Carla Biondib, Angelo Scatturina, Sergio Tanganellic, Luca Ferraroc, Giuliano Marzolac, Puttur Prasadd, Stefano Manfredinia
European Journal of Pharmaceutical Sciences 24 (2005) 259–269
Download

Vitamin C and 6-amino-vitamin C conjugates of diclofenac: synthesis and evaluation
A. Dalpiaza, B. Pavanb, M. Scagliantia, F. Vitalia, F. Bortolottia, C. Biondib,
A. Scatturina, S. Manfredinia
International Journal of Pharmaceutics 291 (2005) 171–181
Download

Synthesis and Biological Activity of 3-[2-(Dimethylamino)ethyl]-5-[(1,1-dioxo-5-methyl-1,2,5-thiadiazolidin-2-yl)-
methyl]- 1H-indole and Analogues: Agonists for the 5-HT_1D Receptor
Jose L. Castro, Raymond Baker, Alexander R. Guiblin, Sarah C. Hobbs, Matthew R. Jenkins, Michael G. N. Russell, Margaret S. Beer, Josephine A. Stanton, Kate Scholey, Richard J. Hargreaves,B
Michael I. Graham, and Victor G. Matassat
J. Med. Chem. 1994,37, 3023-3032
Download

Computer-Aided Design and Synthesis of 5-Substituted Tryptamines and Their Pharmacology at the 5-HT_1D Receptor: Discovery of Compounds with Potential Anti-Migraine Properties
Robert C. Glen, Graeme R. Martin, Alan P. Hill, Richard M. Hyde, Patrick M. Woollard, John A. Salmon, Janet Buckingham, and Alan D. Robertson
J. Med. Chem. 1995,38, 3566-3580
Download

Design, Synthesis and Activity of Ascorbic Acid Prodrugs of Nipecotic, Kynurenic and Diclophenamic Acids, Liable to Increase Neurotropic Activity
Stefano Manfredini, Barbara Pavan, Silvia Vertuani, Martina Scaglianti,
Donatello Compagnone, Carla Biondi, Angelo Scatturin, Sergio Tanganelli, Luca Ferraro, Puttur Prasad, and Alessandro Dalpiaz
J. Med. Chem. 2002, 45, 559-562
Download

Sulfur-Substituted r-Alkyl Phenethylamines as Selective and Reversible MAO-A Inhibitors: Biological Activities, CoMFA Analysis, and Active Site Modeling
Alejandra Gallardo-Godoy, Ange´lica Fierro, Thomas H. McLean,| Mariano Castillo, Bruce K. Cassels, Miguel Reyes-Parada, and David E. Nichols|
J. Med. Chem. 2005, 48, 2407-2419
Download

Substituted 5,5'-Diphenyl-2-thioxoimidazolidin-4-one as CB₁ Cannabinoid Receptor Ligands: Synthesis and Pharmacological Evaluation
Giulio G. Muccioli, Diana Martin, Gerhard K. E. Scriba, Wolfgang Poppitz, Jacques H. Poupaert,
Johan Wouters, and Didier M. Lambert
J. Med. Chem. 2005, 48, 2509-2517
Download

Copper(II)-Catalyzed Reactions of Activated Aromatics
A. Puzari and Jubaraj B. Baruah
J. Org. Chem. 2000, 65, 2344-2349
Download

Efficient Procedure for the Reduction of a-Amino Acids to Enantiomerically Pure a-Methylamines
Dominick A. Quagliato, Patrick M. Andrae, and Edward M. Matelan
J. Org. Chem. 2000, 65, 5037-5042
Download

Transporter-Mediated Effects of Diclofenamic Acid and Its Ascorbyl Pro-drug in the In Vivo Neurotropic Activity of Ascorbyl Nipecotic Acid Conjugate
Alessandro Dalpiaz, Barbara Pavan, Martina Scalianti, Federica Vitali,
Fabrizio Bortolotti, Carla Biondi, Angelo Scatturin, Sergio Tanganelli ,
Luca Ferraro, Puttur Prasad , Stefano Manfredini
Journal Of Pharmaceutical Sciences, Vol. 93, NO. 1, January 2004
Download

Methyl Chlorodifluoroacetate A Convenient Trifluoromethylating Agent
De-Bao Su, Jian-Xing Duan and Qing-Yun Chen
Tetrahedron Letters, Vol.32, No.52, pp 7689-7690. 1991
Download

A Convenient Synthesis of Substituted 2-Phenylnapthalenes From Phenylacetones
Philippe Cotelle, Jean-Pierre Catteau
Tetrahedron Letters, Vol.38, No.17, pp 2969-2972. 1997
Download

Hypohalite-Induced Oxidative Decarboxylation Of a-Amino Acids
E.E. Vantamelen, V,B. Haarsad and R.L. Orvis
Tetrahedron Vol 24. pp. 687 to 704.
Download

The Synthesis Of Bis-Indole Alkaloids And Their Derivitaves
Mauri Lounasmaa and Andras Nemes
Tetrahedron Vol. 38, No. 2. PP. 223 to 243, 1982
Download

The Synthesis Of Amino Acids By Reaction Of An Electrophilic Glycine Cation Equivalent With Neutral Carbon Nucleophiles
Martin J. O'Donnel and William D. Bennet
Tetrahedron Vol. 44, No. 17. PP. 5389 to 5401, 1988
Download

Trifluoromethylations and Related Reactions in Organic Chemistry
Martin A. McClinton and Deborah A. McClinton
Tetrahedron Vol. 48, No. 32, pp. 6555-6666,1992
Download

Phytochemistry Of The Australian Rutaceae: Boronia, Eriostemon, and Phebalium Species
Emilio L. Ghisalberti
Phytochemistry, Vol. 47, No. 2, 163-176, 1998
Download

Very Happy

Swag O' Journals