PCl3-mediated transesterification and aminolysis of tert-butyl esters via acid chloride formation-Reference-Cited by-同舟云学术

PCl3-mediated transesterification and aminolysis of tert-butyl esters via acid chloride formation

Published:2021-01-12 Issue: Volume: Page:174751982098753
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Wu Xiaofang¹,Zhou Lei¹,Li Fangshao¹,Xiao Jing¹^ORCID

Affiliation:

1. Key Laboratory of Theoretical Organic Chemistry and Functional Molecule of Ministry of Education, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, P.R. China

Abstract

A PCl3-mediated conversion of tert-butyl esters into esters and amides in one-pot under air is developed. This novel protocol is highlighted by the synthesis of skeletons of bioactive molecules and gram-scale reactions. Mechanistic studies revealed that this transformation involves the formation of an acid chloride in situ, which is followed by reactions with alcohols or amines to afford the desired products.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.1177/1747519820987530

Reference57 articles.

1. Transesterification

2. Chemical Synthesis of Natural Product Peptides: Coupling Methods for the Incorporation of Noncoded Amino Acids into Peptides

3. Metal-catalysed approaches to amide bond formation

4. A Fascinating Journey into History: Exploration of the World of Isonitriles En Route to Complex Amides

5. Direct Amidation of Carboxylic Acids Catalyzed by ortho-Iodo Arylboronic Acids: Catalyst Optimization, Scope, and Preliminary Mechanistic Study Supporting a Peculiar Halogen Acceleration Effect

Cited by 2 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Synthesis of structural analogues of Reversan by ester aminolysis: an access to pyrazolo[1,5-a]pyrimidines from chalcones;RSC Advances;2023

2. Synthesis of C3h-symmetric benzotripyrrole derivatives as monomers for organic frameworks;Chemistry of Heterocyclic Compounds;2022-12