Na2CO3-promoted thioesterification via N–C bond cleavage of amides to construct thioester derivatives-Reference-Cited by-同舟云学术

Na2CO3-promoted thioesterification via N–C bond cleavage of amides to construct thioester derivatives

Published:2019-09-12 Issue:11-12 Volume:43 Page:486-492
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Tao Jiasi¹²,Yu Weijie²,Luo Jin³^ORCID,Wang Tao¹²,Ge Wanling²,Zhang Ziwei²,Yang Bingjie²,Xiong Fei¹²

Affiliation:

1. College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, P.R. China

2. National Research Center for Carbohydrate Synthesis and Key Laboratory of Chemical Biology of Jiangxi Province, Jiangxi Normal University, Nanchang, P.R. China

3. Analytical and Testing Center, Jiangxi Normal University, Nanchang, P.R. China

Abstract

A mild, efficient, and transition-metal-free catalytic strategy is developed to construct thioesters via selective N–C bond cleavage of Boc2-activated primary amides. This strategy is successfully carried out with stoichiometric Na2CO3 as the base and provides the corresponding products in moderate to excellent yields.

Funder

National Natural Science Foundation of China

natural science foundation of jiangxi province

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.1177/1747519819873514

Reference95 articles.

1. Total Synthesis of Homogeneous Antifreeze Glycopeptides and Glycoproteins

2. Catalytic asymmetric synthesis of mycocerosic acid

3. Polyketide biosynthesis: a millennium review

4. Synthesis of 13C-enriched and 14C-labelled dithiopyr

5. Total Chemical Synthesis of a 304 Amino Acid K48-Linked Tetraubiquitin Protein

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