Synfacts 2011(10): 1115-1115  
DOI: 10.1055/s-0030-1261077
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Regioselective Oxidative Couplings of 3-Substituted Thiophenes

Contributor(s): Paul Knochel, Nadja M. Barl
I. Schnapperelle, S. Breitenlechner*, T. Bach*
Technische Universität München, Garching, Germany
Further Information

Publication History

Publication Date:
20 September 2011 (online)

Significance

This work discloses the oxidative coupling of different arylboronic acids at the C4 position of 3-substituted thiophenes. High regio­selectivities are achieved regarding substitution at C4 vs. C2- or C5-substitution. Due to elevated stability under oxidative conditions, the phosphonates lead to superior product yields than the acetate-substituted thiophenes.