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Issue 2, 2016
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Sulfoxide-directed metal-free cross-couplings in the expedient synthesis of benzothiophene-based components of materials

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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

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Supplementary files

Article information


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

Chem. Sci., 2016,7, 1281-1285
Article type
Edge Article

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

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