Recent Advances in the Synthesis of Unsymmetrical Bisindolylmethane Derivatives

Abstract

This review article summarizes the fundamental synthetic procedures aimed at the preparation of unsymmetrical bisindolylmethanes that have appeared in the literature since 2010. To this goal, reactive electrophilic indole-containing intermediates are mostly generated from indolylmethanols, indolylmethanamines, and indolylmethanthio derivatives and then made to react with simple or functionalized indoles. The asymmetric synthesis of bisindolylmethanes can be also achieved under chiral-catalyzed conditions.

1 Introduction

2 Direct Three-Component Coupling

3 Reaction of Indolylmethanols

4 Reaction of Indolylmethanamine Derivatives

5 Reaction of 3-Vinylindoles

6 Reaction of indolylmethanthio Derivatives

7 Bisindolylmethanes by Ring Closure of Alkyne Derivatives

8 Miscellaneous Methods

9 Conclusion

Key words

asymmetric synthesis - bisindolylmethanes - chiral catalysis - electrophilic substitution - indoles

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