期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2011, 期 20-21, 页码 3896-3903出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201100089
关键词
Multicomponent reactions; Aldehydes; Ketones; Amines; Cyanides
资金
- MIUR (Ministero Istruzione Universita e Ricerca)
- University of Bologna
- Fondazione del Monte di Bologna e Ravenna
A simple, convenient, and practical method for the synthesis of alpha-amino nitriles through a one-pot, three-component Strecker reaction of a carbonyl compound, amine, and acetone cyanohydrin in water has been developed. Reactions proceed very efficiently without any catalyst at room temperature with high chemoselectivity and give, in some cases, the expected a-amino nitrile pure after direct separation from water. The protocol is particularly efficient for both aliphatic and aromatic aldehydes, and cyclic ketones, in combination with primary and secondary amines. An unusual application of the Strecker reaction to 1,2-diamines to obtain 1,2-diamino nitriles, and to cyclic secondary amines is reported.
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