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

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

Organic & biomolecular chemistry (2008-01-05)
Bradley O Ashburn, Rich G Carter
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
1-Methoxy-1,3-cyclohexadiene, technical grade, 65%