Issue 3, 2020
From the journal:

Green Chemistry

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

Shengzhen Zhu, ORCID logo a   Yu Zhang, ORCID logo a   Jinyue Luo,a   Fei Wang,a   Xiaoji Caob  and  Shenlin Huang ORCID logo *a  

* Corresponding authors

a Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals, Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing, P. R. China
E-mail: shuang@njfu.edu.cn

b College of Chemical Engineering, Zhejiang University of Technology, 18 Chaowang Rd, Hangzhou, Zhejiang 310014, P.R. China

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

DOI
https://doi.org/10.1039/C9GC04155A
Article type
Communication
Submitted
04 Dec 2019
Accepted
15 Jan 2020
First published
15 Jan 2020

Green Chem., 2020,22, 657-661

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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, 22, 657 DOI: 10.1039/C9GC04155A

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