Issue 31, 2020

Regioselective synthesis of substituted thiazoles via cascade reactions from 3-chlorochromones and thioamides

Abstract

A facile and efficient strategy to synthesize substituted thiazoles via a cascade reaction from chromone derivatives and thioamides in an environmentally benign medium was developed. This cascade reaction involves a Michael addition/intramolecular cyclization process and a broad scope of reversed regioselectivity products was prepared in a short reaction time with excellent yields. The reversed regioselectivity was also explained by DFT calculations.

Graphical abstract: Regioselective synthesis of substituted thiazoles via cascade reactions from 3-chlorochromones and thioamides

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Article information

Article type
Paper
Submitted
18 May 2020
Accepted
17 Jul 2020
First published
17 Jul 2020

Org. Biomol. Chem., 2020,18, 6162-6170

Regioselective synthesis of substituted thiazoles via cascade reactions from 3-chlorochromones and thioamides

T. Dai, C. Cui, X. Qi, Y. Cheng, Q. He, X. Zhang, X. Luo and C. Yang, Org. Biomol. Chem., 2020, 18, 6162 DOI: 10.1039/D0OB01019G

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