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AlMe(3)-promoted formation of amides from acids and amines
Authors:Li Jianqing  Subramaniam Krishnananthan  Smith Daniel  Qiao Jennifer X  Li Jie Jack  Qian-Cutrone Jingfang  Kadow John F  Vite Gregory D  Chen Bang-Chi
Institution:Bristol-Myers Squibb Company, Research and Development, P.O. Box 4000, Princeton, New Jersey 08543-4000, USA. Jianqing.li@bms.com
Abstract:In the presence of AlMe(3), amines can be directly coupled with acids through dimethylaluminum amide intermediates to form the corresponding amides. A wide range of amines and acids including less nucleophilic amines, bulky amines, unprotected secondary amino acids, and acids with poor solubility were coupled smoothly to give the desired products in 55-98% yields.
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