I found some more interesting related stuff. Perhaps even more interesting.
Foxy
Quinone photochemistry. A general synthesis of acylhydroquinones.
J. Org. Chem. (1992), 57(11), 3256-7.
Acylhydroquinones were prepd. in good yields by the irradn. of solns. of quinones and aldehydes. Aliph., unsatd. and arom. aldehydes can be employed. The photochem. reaction of benzoquinone with butanal gave 1-(2,5-dihydroxyphenyl)-1-butanone in 82% yield. The reaction with 2-butenal gave 1-(2,5-dihydroxyphenyl)-2-buten-1-one in 52% yield; no intramol. cyclization occurred in this reaction.
Green photochemistry: the solar-chemical 'Photo-Friedel-Crafts acylation' of quinones.
Green Chem. (2001), 3(5), 224-228.
The photoreactions between 1,4-quinones (1 and 4) and aldehydes (2 and 5), yielding acylated hydroquinones as sole products, were investigated under artificial and solar irradn. conditions. Three different solar reactors were used for the photochem. syntheses with sunlight (PROPHIS, CPC and a flat bed reactor), and the CPC system was found to be the most robust one in terms of weather dependence. The solar reactions can be easily performed on a half-kilogram scale using cheap and com. available starting materials.
A photochemical alternative to the Friedel-Crafts reaction.
Kraus, George A.; Kirihara, Masayuki; Wu, Yusheng.
ACS Symp. Ser. (1994), 577(Benign by Design), 76-83.
Abstract
The Friedel-Crafts reaction, a widely used reaction in both industrial and academic labs., produces several byproducts which must be handled as pollutants. An alternative which involves the photochem.-mediated reaction of an aldehyde with a quinone is described. This alternative chem. can be applied to direct syntheses of the ring systems of the benzodiazepines and benzoxepins.
They synth diazepam(new Valium synth), 2,5-Dihydroxybenzophenone, 1-(2,5-dihydroxyphenyl)-1-Butanone plus more.
Hmmm this paper might bee good!!!
Performing these additions chemically?
Alkylation of quinones with radicals. Generation of radicals in redox reactions.
Jacobsen, Niels; Torssell, Kurt.
Justus Liebigs Ann. Chem. (1972), 763 135-47. Abstract
Scavenging of C radicals, generated by H abstraction of ether solvents by OH radicals, with quinones gave the alkylquinones I and II (R = alkoxyalkyl, tetrahydrofuryl, dioxanyl). High yields of I and II [R = Me2CH, Me3C, alkoxymethyl, benzyl, PhOCH2, HO2C(CH2)4, etc.] were also obtained by alkylation of quinones with C radicals generated by Ag+- and S2O82-catalyzed oxidative decarboxylation of 13 carboxylic acids. A homolytic alkylation mechanism via semiquinone radicals was proposed. About 26 alkylquinones were prepd.
Some of the compounds prepared are: 2-(Hydroxymethyl)-1,4-benzoquinone, 2-Phenoxymethyl-1,4-benzoquinone, ect