1167437-66-2Relevant academic research and scientific papers
Cobalt-catalysed reductive C-H alkylation of indoles using carboxylic acids and molecular hydrogen
Cabrero-Antonino, Jose R.,Adam, Rosa,Junge, Kathrin,Beller, Matthias
, p. 6439 - 6450 (2017)
The direct CH-alkylation of indoles using carboxylic acids is presented for the first time. The catalytic system based on the combination of Co(acac)3 and 1,1,1-tris(diphenylphosphinomethyl)-ethane (Triphos, L1), in the presence of Al(OTf)3 as co-catalyst, is able to perform the reductive alkylation of 2-methyl-1H-indole with a wide range of carboxylic acids. The utility of the protocol was further demonstrated through the C3 alkylation of several substituted indole derivatives using acetic, phenylacetic or diphenylacetic acids. In addition, a careful selection of the reaction conditions allowed to perform the selective C3 alkenylation of some indole derivatives. Moreover, the alkenylation of C2 position of 3-methyl-1H-indole was also possible. Control experiments indicate that the aldehyde, in situ formed from the carboxylic acid hydrogenation, plays a central role in the overall process. This new protocol enables the direct functionalization of indoles with readily available and stable carboxylic acids using a non-precious metal based catalyst and hydrogen as reductant.
β,β-Disubstituted C- and N-vinylindoles from one-step condensations of aldehydes and indole derivatives
Fridkin, Gil,Boutard, Nicolas,Lubell, William D.
supporting information; experimental part, p. 5603 - 5606 (2009/12/06)
(Chemical Equation Presented) Direct preparation of β,β- disubstituted C- and N-vinyl-indoles 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 TFAin a
