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Nitrosoarene-catalyzed regioselective aromatic C–H sulfinylation with thiols under aerobic conditions

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Abstract

Aromatic amines and (hetero)arenes, such as indoles and pyrroles, are regioselectively sulfinylated under mild aerobic conditions using nitrosoarenes as a redox-catalyst. The nitrosoarene is involved in the electron transfer process with arenes to generate a crucial arene radical cation intermediate for C–H sulfinylation. The present methodology requires no directing group, can be scaled up easily and is applicable for the late-stage functionalization of drug molecules and natural products with high regioselectivity.

Graphical abstract: Nitrosoarene-catalyzed regioselective aromatic C–H sulfinylation with thiols under aerobic conditions

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Supplementary files

Article information


Submitted
14 Feb 2020
Accepted
23 Mar 2020
First published
23 Mar 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Nitrosoarene-catalyzed regioselective aromatic C–H sulfinylation with thiols under aerobic conditions

S. Pradhan, S. Patel and I. Chatterjee, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC01188F

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