%0 Journal Article
%A Fridkin, Gil
%A Boutard, Nicolas
%A Lubell, William D.
%D 2009
%T β,β-Disubstituted C- and N-Vinylindoles from One-Step Condensations of Aldehydes and Indole Derivatives
%U https://acs.figshare.com/articles/journal_contribution/_Disubstituted_i_C_i_and_i_N_i_Vinylindoles_from_One_Step_Condensations_of_Aldehydes_and_Indole_Derivatives/2837047
%R 10.1021/jo900526p.s001
%2 https://acs.figshare.com/ndownloader/files/4534753
%K indoles 4
%K methyl
%K yield
%K Aldehyde
%K aldehyde
%K Indole DerivativesDirect preparation
%K benzylindole
%K vinylindole
%K acetonitrile
%K Condensation
%K Heating
%K Disubstituted
%K indole derivatives
%K microwave irradiation
%K condensation
%K alkyl
%K TFA
%K disubstituted
%K aryl
%X Direct preparation of β,β-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 α-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.
%I ACS Publications