Issue 43, 2020

Access to 4-substituted isothiazoles through three-component cascade annulation and their application in C–H activation

Abstract

The use of potassium ethyl xanthate (EtOCS2k) as a sulfur atom donor enabled the transition-metal-free [3 + 1 + 1] cascade annulation of isopropene derivatives with NH4I in DMSO/H2O, affording various 4-substituted isothiazoles in moderate to good yields with good functional group compatibility. Furthermore, Pd and Ag-catalyzed C5–H-selective direct oxidation dimerization of 4-substituted isothiazoles afforded 5,5′-bisisothiazoles. This series of reactions included the formation of new C–S, C–N, N–S, and C–C bonds via cascade addition, annulation, and direct C–H activation under mild conditions.

Graphical abstract: Access to 4-substituted isothiazoles through three-component cascade annulation and their application in C–H activation

Supplementary files

Article information

Article type
Communication
Submitted
12 Feb 2020
Accepted
08 Apr 2020
First published
08 Apr 2020

Chem. Commun., 2020,56, 5763-5766

Access to 4-substituted isothiazoles through three-component cascade annulation and their application in C–H activation

G. Huang, J. Li, X. Ji, L. Chen, Q. Liu, X. Chen, Y. Huang and Y. Li, Chem. Commun., 2020, 56, 5763 DOI: 10.1039/D0CC01100B

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