可回收的高价碘(III)试剂碘代二酮可作为有效的偶联试剂，用于直接酯化、酰胺化和肽偶联。

Recyclable hypervalent iodine(III) reagent iodosodilactone as an efficient coupling reagent for direct esterification, amidation, and peptide coupling.

机构信息

State Key Laboratory of Elemento-Organic Chemistry, The Research Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, PR of China.

出版信息

Org Lett. 2012 Jun 15;14(12):3020-3. doi: 10.1021/ol301085v. Epub 2012 Jun 6.

DOI:10.1021/ol301085v

PMID:22671301

Abstract

A hypervalent iodine(III) reagent plays a novel role as an efficient coupling reagent to promote the direct condensation between carboxylic acids and alcohols or amines to provide esters, macrocyclic lactones, amides, as well as peptides without racemization. The regeneration of iodosodilactone (1) can also be readily achieved. The intermediate acyloxyphosphonium ion C from the activation of a carboxylic acid is thought to be involved in the present esterification reaction.

摘要

高价碘(III)试剂扮演了一种新型的高效偶联试剂的角色，可促进羧酸与醇或胺之间的直接缩合，从而提供非外消旋的酯、大环内酯、酰胺和肽。碘代二恶烷（1）也可以很容易地再生。被羧酸活化得到的酰氧基磷鎓离子 C 被认为参与了目前的酯化反应。