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Palladium-catalyzed C-H functionalization using guanidine as a directing group: ortho arylation and olefination of arylguanidines.

Organic letters (2012-10-26)
Jiaan Shao, Wenteng Chen, Marc A Giulianotti, Richard A Houghten, Yongping Yu
ABSTRACT

Palladium-catalyzed C-H functionalization using guanidine as the directing group was achieved under mild reaction conditions. Various guanidine derivatives were produced in moderate to good yields by using simple unactivated arenes or ethyl acrylate as the source of arylation or olefination, respectively.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Ethyl acrylate, contains 10-20 ppm MEHQ as inhibitor, 99%
Supelco
Ethyl acrylate, analytical standard
Sigma-Aldrich
Ethyl acrylate, ≥99.5%, stabilized

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