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. 2007 Oct 26;72(22):8539-42.
doi: 10.1021/jo701331m. Epub 2007 Sep 25.

Pd-catalyzed, Cu(I)-mediated cross-couplings of bisarylthiocyclobutenediones with boronic acids and organostannanes

Angélica Aguilar-Aguilar  1 , Lanny S Liebeskind, Eduardo Peña-Cabrera
Affiliations

Pd-catalyzed, Cu(I)-mediated cross-couplings of bisarylthiocyclobutenediones with boronic acids and organostannanes

Angélica Aguilar-Aguilar et al. J Org Chem. .

Abstract

Bisarylthiocyclobutenedione 7 reacted smoothly with a variety of both organostannanes and (hetero)arylboronic acids in the presence of a catalytic amount of Pd and a stoichiometric amount of CuTC to produce symmetrical disubstituted cyclobutenediones in yields that range from 37 to 94% (18 examples).

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Figures

Figure 1
Figure 1
Examples of organic compounds prepared from either 1 or 2.
Scheme 1
Scheme 1
Synthesis of thiocyclobutenediones 7-9.
Scheme 2
Scheme 2
Short survey of organostannanes in the Liebeskind-Srögl cross-coupling.
See this image and copyright information in PMC

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