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Issue 1, 2016
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A highly enantioselective thiolation of sulfonyl indoles to access 3-sec-sulfur-substituted indoles in water

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Abstract

A highly enantioselective approach for the synthesis of 3-alkyl- indole or indoline derivatives with a functional thiol group is presented. The chemistry is based on the asymmetric 1,4-addition of thiol to vinylogous imine intermediates, which are generated in situ from sulfonylindoles. The broad substrate transformation proceeds with high yields (up to 96%) and enantioselectivity (up to 98% ee) in a water-compatible system.

Graphical abstract: A highly enantioselective thiolation of sulfonyl indoles to access 3-sec-sulfur-substituted indoles in water

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Publication details

The article was received on 15 Sep 2015, accepted on 17 Oct 2015 and first published on 26 Oct 2015


Article type: Communication
DOI: 10.1039/C5CC07721D
Citation: Chem. Commun., 2016,52, 96-99
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    A highly enantioselective thiolation of sulfonyl indoles to access 3-sec-sulfur-substituted indoles in water

    P. Chen, S. Lu, W. Guo, Y. Liu and C. Li, Chem. Commun., 2016, 52, 96
    DOI: 10.1039/C5CC07721D

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