Temperature Controlled Selective C-S or C-C Bond Formation: Photocatalytic Sulfonylation versus Arylation of Unactivated Heterocycles Utilizing Aryl Sulfonyl Chlorides

Pagire, Santosh K. and Hossain, Asik and Reiser, Oliver (2018) Temperature Controlled Selective C-S or C-C Bond Formation: Photocatalytic Sulfonylation versus Arylation of Unactivated Heterocycles Utilizing Aryl Sulfonyl Chlorides. ORGANIC LETTERS, 20 (3). pp. 648-651. ISSN 1523-7060, 1523-7052

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Abstract

A visible-light-induced photocatalytic method for the arylsulfonylation of heterocycles has been developed. The synthetic utility of this reaction is reflected by the direct use of commercially available sulfonyl chlorides and heterocycles under room temperature conditions. Complementarily, the photocatalytic arylation of heterocycles by sulfonyl chlorides via extrusion of SO2 is feasible at elevated temperature conditions, allowing switching between arylation or arylsulfonylation with excellent chemoselectivity.

Item Type: Article
Uncontrolled Keywords: VISIBLE-LIGHT PHOTOREDOX; INDUCED ELECTRON-TRANSFER; ARYLSULFONYL CHLORIDES; ORGANIC-SYNTHESIS; H BOND; CATALYSIS; HETEROARENES; TRANSFORMATIONS; IDENTIFICATION; CYCLIZATION;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 19 Mar 2020 05:38
Last Modified: 19 Mar 2020 05:38
URI: https://pred.uni-regensburg.de/id/eprint/15060

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