Organic & Biomolecular Chemistry 2008-01-21

Diels-Alder approach to biaryls (DAB): importance of the ortho-nitro moiety in the [4 + 2] cycloaddition.

Bradley O Ashburn, Rich G Carter

Index: Org. Biomol. Chem. 6(2) , 255-7, (2008)

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Abstract

A series of nitrophenyl acetylenes were evaluated for their utility in a cycloaddition-cycloreversion approach to polysubstituted biaryls. ortho-Nitrophenyl acetylene consistently provided the target biaryls in superior yields as compared to the meta and para nitro substituted variants.