NOVEL AND FACILE SYNTHESES OF ALKENYL, ALKYNYL, AND ARYL 1,2-DIKETONES

Citation
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
Citations number
53
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
62
Issue
12
Year of publication
1997
Pages
4125 - 4130
Database
ISI
SICI code
0022-3263(1997)62:12<4125:NAFSOA>2.0.ZU;2-4
Abstract
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.