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2005
Amide formation
O 0325
Preparation of Tertiary Amides from Carbamoyl Chlorides and Organocuprates.
An efficient method for the synthesis of tertiary amides via the coupling reaction of
05- 054 —
carbamoyl chlorides with alkyl (including branched alkyl), aryl, vinyl, allyl, and benzyl
cyanocuprates is disclosed. The nature of the solvent is crucial to minimize the side
reactions. As precursors of cyanocuprates, organolithium and, more advantageously,
Grignard reagents are used. The reaction with mixed copper-zinc reagents or diorganozinc reagents is unsuccessful. — (LAMOUCHEUX, L.; SEITZ, T.; ROUDEN*, J.;
LASNE, M.-C.; Org. Lett. 6 (2004) 21, 3703-3706; Lab. Chim. Mol. Thio-Org.,
CNRS, Inst. Sci. Matiere Rayonnem., Univ. Caen, F-14050 Caen, Fr.; Eng.) —
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