Beta,beta-disubstituted C- and N-vinylindoles from one-step condensations of aldehydes and indole derivatives.
Direct preparation of beta,beta-disubstituted C- and N-vinylindoles from condensation of aldehydes on indole derivatives is presented. Heating 1-methyl- and 1-benzylindole 3a,b with alkyl and aryl alpha-branched aldehydes and TFA in acetonitrile using microwave irradiation furnished 3-vinylindoles 1a-e in 18-76% yields. Under similar conditions, 3-substituted indoles 4a-c provided N-vinylindoles 2a-h in 16-98% yields.
Fridkin
Gil
G
Département de chimie, Université de Montréal, C.P. 6128, Succursale Centre Ville, Montréal, Québec H3C 3J7, Canada.
Boutard
Nicolas
N
Lubell
William D
WD