Synthesis 2019; 51(04): 829-841
DOI: 10.1055/s-0037-1610349
short review
© Georg Thieme Verlag Stuttgart · New York

Recent Advances in the Synthesis of Unsymmetrical Bisindolylmethane Derivatives

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School of Science and Technology, Chemistry Division, Università di Camerino, via S. Agostino, 1 I-62032 Camerino, Italy   Email: marino.petrini@unicam.it
› Author Affiliations
Financial support from the University of Camerino is gratefully acknowledged.
Further Information

Publication History

Received: 20 September 2018

Accepted after revision: 05 November 2018

Publication Date:
13 December 2018 (eFirst)

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

 
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