Abstract
3-Bromoindolylmaleimide and bisindolylmaleimide were synthesized from succinimide in three steps sequnence consisting of bromination, N-methylation and indole addition in the presence of magnesium and bromoethane. They were subjeced to the regioselective amination with substituted amines to provide 3-aminoindolylmaleimides, 3- amino-N-alkylated indolylmaleimides and N-alkylated bisindolylmaleimides in good yields. The resulting indolylmaleimides represent a new class of potentially bioactive compounds.
Keywords: 3-Bromoindolylmaleimide, bisindolylmaleimide, regioselective amination, reaction mechanism
Letters in Organic Chemistry
Title: Regioselective Amination of 3-Bromoindolylmaleimide with Amines
Volume: 7 Issue: 2
Author(s): Di-Fa Jiang, Yan-Wu Yang, Zhi-Yu Shao and Sheng-Yin Zhao
Affiliation:
Keywords: 3-Bromoindolylmaleimide, bisindolylmaleimide, regioselective amination, reaction mechanism
Abstract: 3-Bromoindolylmaleimide and bisindolylmaleimide were synthesized from succinimide in three steps sequnence consisting of bromination, N-methylation and indole addition in the presence of magnesium and bromoethane. They were subjeced to the regioselective amination with substituted amines to provide 3-aminoindolylmaleimides, 3- amino-N-alkylated indolylmaleimides and N-alkylated bisindolylmaleimides in good yields. The resulting indolylmaleimides represent a new class of potentially bioactive compounds.
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Cite this article as:
Jiang Di-Fa, Yang Yan-Wu, Shao Zhi-Yu and Zhao Sheng-Yin, Regioselective Amination of 3-Bromoindolylmaleimide with Amines, Letters in Organic Chemistry 2010; 7 (2) . https://dx.doi.org/10.2174/157017810790796200
DOI https://dx.doi.org/10.2174/157017810790796200 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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