Issue 2, 2016

Sulfoxide-directed metal-free cross-couplings in the expedient synthesis of benzothiophene-based components of materials

Abstract

A metal-free approach combining sulfoxide-directed metal-free C–H cross-couplings with tuneable electrophile-mediated heterocyclizations and carbocyclative dimerizations, allows expedient access to benzothiophene-based systems that are components of important materials or are proven organic materials in their own right. As benzothiophene-based materials are typically prepared using Pd-catalyzed cross-coupling processes, our approach allows potential issues of metal cost and supply, and metal-contamination of products, to be avoided.

Graphical abstract: Sulfoxide-directed metal-free cross-couplings in the expedient synthesis of benzothiophene-based components of materials

Supplementary files

Article information

Article type
Edge Article
Submitted
08 Oct 2015
Accepted
04 Nov 2015
First published
09 Nov 2015
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2016,7, 1281-1285

Sulfoxide-directed metal-free cross-couplings in the expedient synthesis of benzothiophene-based components of materials

A. J. Eberhart, H. Shrives, Y. Zhang, A. Carrër, A. V. S. Parry, D. J. Tate, M. L. Turner and D. J. Procter, Chem. Sci., 2016, 7, 1281 DOI: 10.1039/C5SC03823E

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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