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Domino process in silver-catalyzed reactions of N-arylformimidates and active methylene compounds involving cycloisomerization and 1,3-alkenyl shift

Authors :
Swastik Karmakar
Chang Ho Oh
Jung Wook Kim
YoungCheon Ahn
HyoSeung Park
Source :
Journal of the American Chemical Society. 132(6)
Publication Year :
2010

Abstract

We have developed an efficient method for the synthesis of 2,3-disubstituted indoles from alkyne iminoethers 1 that employs a domino process involving Ag-catalyzed condensation followed by a tandem Ag-induced cycloisomerization and 1,3-alkenyl shift to Ag-activated carbon. This methodology can be useful in regioselectively constructing 3-alkylated indoles, which are part of the structures of biologically active compounds and important alkaloids.

Details

ISSN :
15205126
Volume :
132
Issue :
6
Database :
OpenAIRE
Journal :
Journal of the American Chemical Society
Accession number :
edsair.doi.dedup.....88a5ab2e11698b81e638217038740993