Gold-Catalyzed Regioselective Tetradehydro-Diels-Alder Reaction of Yne-Ynamides: Access to 2,3-Dihydrobenzo[f]indoles
Gold-Catalyzed Regioselective Tetradehydro-Diels-Alder Reaction of Yne-Ynamides: Access to 2,3-Dihydrobenzo[f]indoles
No Thumbnail Available
Date
2019-07-01
Authors
Prabagar, B.
Dutta, Shubham
Gandon, Vincent
Sahoo, Akhila K.
Journal Title
Journal ISSN
Volume Title
Publisher
Abstract
Presented herein is a gold(I) catalyzed intramolecular tetradehydro-Diels-Alder (TDDA) reaction of alkyne-tethered-ynamides for the construction of structurally complex 2,3-dihydrobenzo[f]indole derivatives. The mechanism of the regioselective benzannulation reaction was rationalized by means of density functional theory (DFT) calculations. Substrates having an aryl group at the ynamide terminus are exclusively participating in this TDDA reaction under gold catalysis.
Description
Keywords
benzo[f]indoles,
cycloaddition,
dehydro-Diels-Alder reaction,
gold,
yne-ynamides
Citation
Asian Journal of Organic Chemistry. v.8(7)