Loading...
research article
Pd/C-Catalyzed Cyclizative Cross-Coupling of Two ortho-Alkynylanilines under Aerobic Conditions: Synthesis of 2,3’-Bisindoles
A palladium-catalyzed cyclizative cross-coupling of two o-alkynylanilines to 2,3’-bisindoles under aerobic oxidative conditions was developed. Mechanistic studies suggested that the two catalytic cycles, namely the formation of 3-alkynylindoles 8 and their subsequent cyclization to bisindoles 5, are temporally separated. The aminopalladation of 3-alkynylindoles 8 occurred only after all the N,N-dialkyl-o-alkynylanilines were consumed. The solid support (activated charcoal) played a crucial role in the second intramolecular aminopalladation process.
Type
research article
Web of Science ID
WOS:000354027300019
Authors
Publication date
2015
Publisher
Published in
Volume
21
Issue
20
Start page
7413
End page
7416
Peer reviewed
NON-REVIEWED
EPFL units
Available on Infoscience
May 5, 2015
Use this identifier to reference this record