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Issue 29, 2015
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Enantioselective construction of a 2,2′-bisindolylmethane scaffold via catalytic asymmetric reactions of 2-indolylmethanols with 3-alkylindoles

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Abstract

A chiral phosphoric acid-catalyzed asymmetric reaction of 2-indolylmethanols with 3-alkylindoles has been established, which constructed a biologically important 2,2′-bisindolylmethane scaffold in high yields and good enantioselectivities (up to 98% yield, 94 : 6 er). This protocol not only provides an efficient method for constructing a 2,2′-bisindolylmethane framework in an enantioselective form, but also promotes the development of 2-indolylmethanol-involved catalytic asymmetric transformations.

Graphical abstract: Enantioselective construction of a 2,2′-bisindolylmethane scaffold via catalytic asymmetric reactions of 2-indolylmethanols with 3-alkylindoles

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Article information


Submitted
23 Apr 2015
Accepted
17 Jun 2015
First published
17 Jun 2015

Org. Biomol. Chem., 2015,13, 7993-8000
Article type
Paper

Enantioselective construction of a 2,2′-bisindolylmethane scaffold via catalytic asymmetric reactions of 2-indolylmethanols with 3-alkylindoles

Y. Gong, Q. Wu, H. Zhang, Q. Zhu and F. Shi, Org. Biomol. Chem., 2015, 13, 7993
DOI: 10.1039/C5OB00815H

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