862876-05-9Relevant articles and documents
Palladium-Catalyzed Markovnikov Hydroaminocarbonylation of 1,1-Disubstituted and 1,1,2-Trisubstituted Alkenes for Formation of Amides with Quaternary Carbon
Yang, Hui-Yi,Yao, Ya-Hong,Chen, Ming,Ren, Zhi-Hui,Guan, Zheng-Hui
, p. 7298 - 7305 (2021/05/26)
Hydroaminocarbonylation of alkenes is one of the most promising yet challenging methods for the synthesis of amides. Herein, we reported the development of a novel and effective Pd-catalyzed Markovnikov hydroaminocarbonylation of 1,1-disubstituted or 1,1,2-trisubstituted alkenes with aniline hydrochloride salts to afford amides bearing an α quaternary carbon. The reaction makes use of readily available starting materials, tolerates a wide range of functional groups, and provides a facile and straightforward approach to a diverse array of amides bearing an α quaternary carbon. Mechanistic investigations suggested that the reaction proceeded through a palladium hydride pathway. The hydropalladation and CO insertion are reversible, and the aminolysis is probably the rate-limiting step.
DBU catalysis of N,N'-carbonyldiimidazole-mediated amidations
Larrlvee-Aboussafy, Claude,Jones, Brian P.,Price, Kristin E.,Hardink, Mark A.,McLaughlin, Robert W.,Lillie, Brett M.,Hawkins, Joel M.,Vaidyanathan, Rajappa
supporting information; experimental part, p. 324 - 327 (2010/03/24)
(Figure presented) 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) has been found to catalyze the amidatlon of acyl imidazoles. The rate acceleration is especially evident with traditionally unreactlve, electron-deficient anilines. DBU is readily available and o
