An efficient and scalable Ritter reaction for the synthesis of tert-butyl amides

JC Baum, JE Milne, JA Murry…

Index: Baum, Jean C.; Milne, Jacqueline E.; Murry, Jerry A.; Thiel, Oliver R. Journal of Organic Chemistry, 2009 , vol. 74, # 5 p. 2207 - 2209

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Citation Number: 53

Abstract

The Ritter reaction to prepare N-tert-butyl amides involves the treatment of a nitrile with a tert-butyl cation source.(1, 2) In general, either isobutylene gas or tert-butanol is employed as the tert-butyl cation source, which is typically generated in the presence of acid.(3) Although widely used in organic synthesis, the most commonly used reaction conditions have some inherent problems that limit their use on larger scale. For example, isobutylene is a class 4 (highly ...