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Temperature-controlled regioselective thiolation of 2-indolylmethanols under aqueous micellar conditions

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Abstract

A sustainable and regioselective synthesis of highly functionalized indole-based sulfides from thiols and 2-indolymethanols is described. Notably, this reaction can be performed in the presence of 5 mol% In(OTf)3 under aqueous micellar conditions using an inexpensive surfactant DBSA. This protocol offers several advantages including excellent regioselectivities, being organic solvent-free, ease of scale-up, broad substrate scope, and recycling of the aqueous reaction medium and catalyst.

Graphical abstract: Temperature-controlled regioselective thiolation of 2-indolylmethanols under aqueous micellar conditions

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Article information


Submitted
04 Dec 2019
Accepted
15 Jan 2020
First published
15 Jan 2020

Green Chem., 2020, Advance Article
Article type
Communication

Temperature-controlled regioselective thiolation of 2-indolylmethanols under aqueous micellar conditions

S. Zhu, Y. Zhang, J. Luo, F. Wang, X. Cao and S. Huang, Green Chem., 2020, Advance Article , DOI: 10.1039/C9GC04155A

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