The Vespiary

The Hive => Novel Discourse => Topic started by: Rhodium on September 12, 2002, 12:25:00 PM

Title: Nitrostyrene reduction
Post by: Rhodium on September 12, 2002, 12:25:00 PM

Tetrahedron Letters, Volume 35, Issue 48, 28 November 1994, Pages 9099-9100

http://www.sciencedirect.com/cache/MiamiImageURL/B6THS-431C2GP-1V-1/0?wchp=dGLbVzz-lSztW (http://www.sciencedirect.com/cache/MiamiImageURL/B6THS-431C2GP-1V-1/0?wchp=dGLbVzz-lSztW)

Okay - what can we do with a phenylacetohydroximoyl chloride, which is the product in this rxn?

Title: Convert it into a nitrile?
Post by: Osmium on September 12, 2002, 12:53:00 PM

Convert it into a nitrile?

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I'm not fat just horizontally disproportionate.

Title: seems to me there's got to bee an easy way to ...
Post by: foxy2 on September 12, 2002, 02:49:00 PM

seems to me there's got to bee an easy way to amphetamine from that.

Check these out.
Tetrahedron  (1999),  55(34),  10497-10510.
Tetrahedron Letters  (1998),  39(20),  3233-3236. 
Tetrahedron Letters  (1996),  37(35),  6407-6408.

Patent EP414391 (http://l2.espacenet.com/dips/viewer?PN=EP414391&CY=gb&LG=en&DB=EPD)

Patent WO9523793 (http://l2.espacenet.com/dips/viewer?PN=WO9523793&CY=gb&LG=en&DB=EPD)

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Read and Listen!!! 

http://www.zmag.org/chomsky/index.cfm (http://www.zmag.org/chomsky/index.cfm)

Title: I believe that the product of the oximinyl ...
Post by: Acme on September 19, 2002, 01:22:00 PM

I believe that the product of the oximinyl chloride and acetylene, the oxazole would be interesting

something sorta kinda like what you get by cyclizing eph with cyanogen bromide but wrapped around the other way

(forgive me, please as I am on vacation and away from my resources)

but generally cyclic str's (ifn they fit are better yes?)  bind better lower entropy and all that

but that is just rampant speculation  :P

Title: check this out
Post by: psycosmo on September 19, 2002, 01:25:00 PM

nitrostyrenes ---> phenylnitroethanes     Bookmark  Edit  Reply     

J. Chem Soc, Perkin Transactions 1,1998, p. 501-4

Mechanism of the yeast mediated reduction of nitrostyrenes in light petroleum
McAnda, Roberts, Smallridge, Ten and Trewhella.
Too good to be true?    

Title: Nitrostyrene to phenylnitroethene using yeast
Post by: Rhodium on September 19, 2002, 05:41:00 PM

Psycosmo: See for yourself, that article is available at

http://www.rsc.org/CFmuscat/intermediate_abstract.cfm?FURL=/ej/P1/1998/I9706353.PDF (http://www.rsc.org/CFmuscat/intermediate_abstract.cfm?FURL=/ej/P1/1998/I9706353.PDF)

If you UTFSE for "yeast reduction", you will find this topic discussed before among the 55 hits.

Title: oops
Post by: psycosmo on September 19, 2002, 06:43:00 PM

Guess I let my exctiment get the better of me