Issue 20, 2020

Metal-free visible light-promoted synthesis of isothiazoles: a catalytic approach for N–S bond formation from iminyl radicals under batch and flow conditions

Abstract

A sustainable synthesis of isothiazoles has been developed using an α-amino-oxy acid auxiliary and applying photoredox catalysis. This simple strategy features mild conditions, broad scope and wide functional group tolerance representing a new enviromentally friendly option to prepare these highly valuable heterocycles. Furthermore, the synthetic value of the method is highlighted by the preparation of a natural product derivative and the implementation of the reaction in a continuous flow setup.

Graphical abstract: Metal-free visible light-promoted synthesis of isothiazoles: a catalytic approach for N–S bond formation from iminyl radicals under batch and flow conditions

Supplementary files

Article information

Article type
Communication
Submitted
30 Jul 2020
Accepted
25 Sep 2020
First published
25 Sep 2020

Green Chem., 2020,22, 6792-6797

Metal-free visible light-promoted synthesis of isothiazoles: a catalytic approach for N–S bond formation from iminyl radicals under batch and flow conditions

M. J. Cabrera-Afonso, S. Cembellín, A. Halima-Salem, M. Berton, L. Marzo, A. Miloudi, M. C. Maestro and J. Alemán, Green Chem., 2020, 22, 6792 DOI: 10.1039/D0GC02618B

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