title: AlMe(3)-promoted formation of amides from acids and amines.
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.
authors.affiliation: Bristol-Myers Squibb Company, Research and Development, P.O. Box 4000, Princeton, New Jersey 08543-4000, USA. Jianqing.li@bms.com
authors.forename: Jianqing
authors.initials: J
authors.lastname: Li
authors.forename: Krishnananthan
authors.initials: K
authors.lastname: Subramaniam
authors.forename: Daniel
authors.initials: D
authors.lastname: Smith
authors.forename: Jennifer X
authors.initials: JX
authors.lastname: Qiao
authors.forename: Jie Jack
authors.initials: JJ
authors.lastname: Li
authors.forename: Jingfang
authors.initials: J
authors.lastname: Qian-Cutrone
authors.forename: John F
authors.initials: JF
authors.lastname: Kadow
authors.forename: Gregory D
authors.initials: GD
authors.lastname: Vite
authors.forename: Bang-Chi
authors.initials: BC
authors.lastname: Chen
mesh_terms: D000143:Acids / Q000737:chemistry*; D000535:Aluminum / Q000737:chemistry*; D000577:Amides / Q000138:chemical synthesis*; D000588:Amines / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*
chemical_list: D000143:Acids; D000577:Amides; D000588:Amines; D009942:Organometallic Compounds; D000535:Aluminum