Premium
Copper‐Mediated Synthesis of Aryldifluoromethylphosphonates: A Sandmeyer Approach
Author(s) -
Bayle Alexandre,
Cocaud Chloé,
Nicolas Cyril,
Martin Olivier R.,
Poisson Thomas,
Pannecoucke Xavier
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500373
Subject(s) - chemistry , moiety , aryl , copper , combinatorial chemistry , organic chemistry , medicinal chemistry , alkyl
Abstract Difluoromethylated arenes are scaffolds of great interest. We report herein a mild and general method for the introduction of the CF 2 PO(OEt) 2 moiety into arenes. The CuCF 2 PO(OEt) 2 species, which is generated in situ from the corresponding silylated derivatives, in combination with aryl diazonium salts furnished the highly valuable aryl difluoromethylphosphonates in moderate to good yields. This represents the first general method to introduce difluoromethylphosphonates under mild conditions.