High-load, soluble oligomeric carbodiimide: Synthesis and application in coupling reactions

…, P Vedantham, DL Flynn, PR Hanson

Index: Zhang, Mianji; Vedantham, Punitha; Flynn, Daniel L.; Hanson, Paul R. Journal of Organic Chemistry, 2004 , vol. 69, # 24 p. 8340 - 8344

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Citation Number: 46

Abstract

A facile preparation of a high-load, soluble oligomeric alkyl cyclohexylcarbodiimide (OACC) reagent via ROM polymerization from commercially available starting materials is described. This reagent is exploited as a coupling reagent for esterification, amidation, and dehydration of carboxylic acids (aliphatic and aromatic) with an assortment of alcohols (aliphatic primary, secondary, and benzylic), thiols, phenols, and amines (aliphatic primary, secondary, ...