Ar. Katritzky et al., NOVEL AND FACILE SYNTHESES OF ALKENYL, ALKYNYL, AND ARYL 1,2-DIKETONES, Journal of organic chemistry, 62(12), 1997, pp. 4125-4130
Novel and facile routes to alkenyl, alkynyl, and aryl 1,2-diketones ut
ilize treatment of benzotriazole derivatives 1, 7a,b, and 15a-d with b
utyllithium and subsequent reaction with esters or acid chlorides to y
ield the substituted intermediates 2a-d, 8a,b, and 16a-g. Reactions of
the deprotonated 1 and 7 with alpha,beta-unsaturated aldehydes follow
ed by oxidation also produces similar intermediates 5 and 11a,b. Subse
quent hydrolyses of the intermediates of type 2, 5, 8, 11, and 16 affo
rd diverse 1,2-diketones in good yields.