Tetrahedron Letters

Novel synthesis of 3-aminopropionitriles by ring opening of 2-oxazolidinones with cyanide ion

T Taniguchi, N Goto, H Ishibashi

Index: Taniguchi, Tsuyoshi; Goto, Naoya; Ishibashi, Hiroyuki Tetrahedron Letters, 2009 , vol. 50, # 34 p. 4857 - 4858

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Citation Number: 3

Abstract

Reaction of acrylonitrile with ammonium hydroxide seemed to be the most convenient reaction for the synthesis of non-substituted 3-aminopropionitrile 2b, 2 but this method also afforded bis(3-cyanoethyl)amine as a by-product. 3-Aminopropionitrile 2b was also obtained from 3-chloropropionitrile and liquid ammonia. 3 Many methods for the synthesis of N-substituted 3-aminopropionitrile using the Michael addition to acrylonitrile have been reported. 4 Herein, we report a novel ...