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Issue 20, 2020
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Metal-free visible light-promoted synthesis of isothiazoles: a catalytic approach for N–S bond formation from iminyl radicals under batch and flow conditions

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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

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Article information


Submitted
30 Jul 2020
Accepted
25 Sep 2020
First published
25 Sep 2020

Green Chem., 2020,22, 6792-6797
Article type
Communication

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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