Canadian Journal of Chemistry

Highly selective mono-N-benzylation and amidation of amines with alcohols or carboxylic acids using the Ph2PCl/I2/imidazole reagent system

N Nowrouzi, MZ Jonaghani

Index: Nowrouzi, Najmeh; Jonaghani, Mohammad Zareh Canadian Journal of Chemistry, 2012 , vol. 90, # 6 p. 498 - 509

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Citation Number: 4

Abstract

Chlorodiphenylphosphine, imidazole, and molecular iodine in refluxing dichloromethane are used for the efficient preparation of amides under mild reaction conditions. This reagent system also shows excellent selectivity for mono-N-alkylation of amines with alcohols. In this system, the resulting phosphorus byproduct (diphenylphosphinic acid) is easily removed by extraction using an aqueous basic solution in the workup processes, which avoids the ...

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