Synthesis of medium-ring and iodinated biaryl compounds by organocuprate oxidation

Surry, DS and Su, XB and Fox, DJ and Franckevicius, Vilius and Macdonald, SJF and Spring, DR (2005) Synthesis of medium-ring and iodinated biaryl compounds by organocuprate oxidation. Angewandte Chemie International Edition, 44 (12). pp. 1870-1873. ISSN 1433-7851

Abstract

A biaryl banquet! Biphenyls with four ortho substituents, heteroaromatic compounds, iodinated biaryls, and medium rings containing biaryls are all readily synthesized by organocuprate oxidation. The utility of this new methodology is illustrated by the efficient synthesis of the medium-ring core of sanguiin H-5 (see scheme).