Tetrahedron Letters

C-2 side chain alkylation of 2-methyl-3-alkylindoles via 3-methoxyindolenines

SF Vice, EA Gross, RW Friesen, GI Dmitrienko

Index: Vice, Susan F.; Gross, Edward A.; Friesen, Richard W.; Dmitrienko, Gary I. Tetrahedron Letters, 1982 , vol. 23, # 8 p. 829 - 832

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Citation Number: 4

Abstract

Abstract 3-Methoxyindolenines derived from 2-methyl-3-alkylindoles by bromination- methanolysis undergo base induced alkylations and aldol condensations at the C-2 methyl group. The modified indolenines can be efficiently converted to C-2-sides chain alkylated indoles by reduction with lithium-aluminum hydride or zinc.

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