TFA-Mediated DMSO-Participant Sequential Oxidation/1,3-Dipolar Cycloaddition Cascade of Pyridinium Ylides for the Assembly of Indolizines

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2019 Feb 13

PMID 30747536

Citations 3

Authors

Wen-Ming Shu

Jian-Xin He

Xun-Fang Zhang

Shuai Wang

An-Xin Wu

Affiliations

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Abstract

A trifluoroacetic acid (TFA)-mediated cascade oxidation/1,3-dipolar cycloaddition reaction of stabilized pyridinium salts with dimethyl sulfoxide (DMSO) has been developed in the presence of KSO and trimethylethylenediamine (TMEDA). In this transition-metal-free reaction, DMSO acts as a one-carbon source, thus providing a convenient method for the efficient and direct synthesis of various indolizine derivatives.

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