C-2 side chain alkylation of 2-methyl-3-alkylindoles via 3-methoxyindolenines: |
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Authors: | Susan F Vice Edward A Gross Richard W Friesen Gary I Dmitrienko |
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Institution: | The Guelph-Waterloo Centre for Graduate Work in Chemistry, Waterloo Campus, Department of Chemistry, University of Waterloo, Waterloo, Ontario, Canada N2L 3G1 |
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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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