Issue 2, 2008

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

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 paranitro substituted variants.

Graphical abstract: Diels–Alder approach to biaryls (DAB): Importance of the ortho-nitro moiety in the [4 + 2] cycloaddition

Supplementary files

Article information

Article type
Communication
Submitted
27 Sep 2007
Accepted
16 Nov 2007
First published
27 Nov 2007

Org. Biomol. Chem., 2008,6, 255-257

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

B. O. Ashburn and R. G. Carter, Org. Biomol. Chem., 2008, 6, 255 DOI: 10.1039/B714893C

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