Issue 89, 2014

Metal-free n-Et4NBr-catalyzed radical cyclization of disulfides and alkynes leading to benzothiophenes under mild conditions

Abstract

A novel n-Et4NBr-catalyzed method for the synthesis of benzothiophene derivatives via cascade reactions of substituted disulfides with alkynes through S–S bond cleavage and alkenyl radical cyclization reactions has been developed. The reaction has a high functional-group tolerance. The new method is environmental and practical, and the starting materials are readily available. These advantages, relative to previous methods, provide an opportunity for the construction of diverse and useful benzothiophene motifs.

Graphical abstract: Metal-free n-Et4NBr-catalyzed radical cyclization of disulfides and alkynes leading to benzothiophenes under mild conditions

Supplementary files

Article information

Article type
Paper
Submitted
07 Aug 2014
Accepted
10 Sep 2014
First published
10 Sep 2014

RSC Adv., 2014,4, 48547-48553

Author version available

Metal-free n-Et4NBr-catalyzed radical cyclization of disulfides and alkynes leading to benzothiophenes under mild conditions

D. Yang, K. Yan, W. Wei, L. Tian, Q. Li, J. You and H. Wang, RSC Adv., 2014, 4, 48547 DOI: 10.1039/C4RA08260E

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