Simple and convenient synthesis of tertiary benzanilides using dichlorotriphenylphosphorane
Isao Azumaya*, Takako Okamoto, Fumiaki Imabeppu and Hiroaki Takayanagi
*School of Pharmaceutical Sciences, Kitasato University, Tokyo 108-8641, Japan, Email: azumayaipharm.kitasato-u.ac.jp
I. Azumaya, T. Okamoto, F. Imabeppu, H. Takayanagi, Tetrahedron, 2003, 59, 2325-2331.
DOI: 10.1016/S0040-4020(03)00235-7
Abstract
Various tertiary benzanilide derivatives were effectively synthesized in high yields from a broad range substituted benzoic acid and N-monoalkylated anilines using dichlorotriphenylphosphorane in chloroform. Allyl, Boc, MPM and the Z group were unaffected under these conditions.
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proposed mechanism
Key Words
amides, coupling reagent, cyclic amides
ID: J72-Y2003-480