4772-67-2Relevant articles and documents
Catalyst-free Strecker reaction in water: A simple and efficient protocol using acetone cyanohydrin as cyanide source
Galletti, Paola,Pori, Matteo,Giacomini, Daria
experimental part, p. 3896 - 3903 (2011/09/12)
A simple, convenient, and practical method for the synthesis of α-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 α-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. Copyright
Silyl-Substituted Thioimidates as Nitrile Ylide Equivalents
Padwa, Albert,Gasdaska, John R.,Haffmanns, Gunter,Rebello, Hector
, p. 1027 - 1035 (2007/10/02)
Treatment of silyl-substituted thioimidates with silver fluoride in the presence of a trapping agent produces dipolar cycloadducts formally derived from nitrile ylides.The ratio of cycloadducts obtained from the reaction of unsymmetrically substituted dip