Acyl iodides in organic synthesis: XI. Unusual NC bond cleavage in tertiary amines

MG Voronkov, IP Tsyrendorzhieva…

Index: Voronkov; Tsyrendorzhieva; Rakhlin Russian Journal of Organic Chemistry, 2008 , vol. 44, # 4 p. 481 - 484

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Citation Number: 18

Abstract

Abstract Acyl iodides reacted with excess primary and secondary amines in a way similar to acyl chlorides, yielding the corresponding carboxylic acid amide and initial amine hydroiodide. Reactions of tertiary amines with acyl iodides were accompanied by cleavage of the NC bond with formation of the corresponding N, N-di (hydrocarbyl) carboxamide and alkyl iodide. In the presence of excess tertiary amine the latter was converted into ...