%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 1ae in 18−76% yields. Under similar conditions, 3-substituted indoles 4ac provided N-vinylindoles 2ah in 16−98% yields. %I ACS Publications