Issue 23, 2017

Solvent-controlled highly regio-selective thieno[2,3-b]indole formation under metal-free conditions

Abstract

An efficient three-component thieno[2,3-b]indole formation method was developed under metal-free conditions. The cascade cyclization was enabled by acid-promoted annulation of indoles, ketones and sulfur powder, which enabled modular synthesis of 2-substituted and 3-substituted thieno[2,3-b]indoles with excellent regioselectivity and broad functional group tolerance. DMF solvent played an important role in the regioselectivity control.

Graphical abstract: Solvent-controlled highly regio-selective thieno[2,3-b]indole formation under metal-free conditions

Supplementary files

Article information

Article type
Communication
Submitted
16 Sep 2017
Accepted
20 Oct 2017
First published
24 Oct 2017

Green Chem., 2017,19, 5553-5558

Solvent-controlled highly regio-selective thieno[2,3-b]indole formation under metal-free conditions

P. Ni, B. Li, H. Huang, F. Xiao and G. Deng, Green Chem., 2017, 19, 5553 DOI: 10.1039/C7GC02818K

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