Issue 48, 2017

Pd-Catalyzed one-pot sequential cross-coupling reactions of tetrabromothiophene

Abstract

Unsymmetrical one-pot sequential cross-coupling reactions of sterically hindered tetrabromothiophene with arylboronic acid and an alkyne/alkene to afford selective bi-, tri-, and tetrasubstituted aryl/alkynyl-thiophenes with the aid of a palladium catalyst were described. The reaction proceeds via a site-selective Suzuki/Sonogashira coupling, followed by selective Sonogashira, Suzuki and Heck coupling reactions. This methodology has demonstrated an important framework for the synthesis of organic scaffolds.

Graphical abstract: Pd-Catalyzed one-pot sequential cross-coupling reactions of tetrabromothiophene

Supplementary files

Article information

Article type
Paper
Submitted
23 Oct 2017
Accepted
17 Nov 2017
First published
17 Nov 2017

Org. Biomol. Chem., 2017,15, 10289-10298

Pd-Catalyzed one-pot sequential cross-coupling reactions of tetrabromothiophene

K. M. Saini, R. K. Saunthwal and A. K. Verma, Org. Biomol. Chem., 2017, 15, 10289 DOI: 10.1039/C7OB02601C

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