Regioselective Oxidative Couplings of 3-Substituted
Thiophenes

doi:10.1055/s-0030-1261077

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Synfacts 2011(10): 1115-1115
DOI: 10.1055/s-0030-1261077

Metal-Mediated Synthesis

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

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Publikationsverlauf

Publikationsdatum:
20. September 2011 (online)

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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.