Visible-light-mediated selenocyclization of -vinylanilides with diselenides.

Org Biomol Chem

State Key Laboratory of New Pharmaceutical Preparations and Excipients, Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Materials Science, Hebei University, Baoding, Hebei, 071002, P. R. China.

Published: January 2025

Herein, we describe a visible-light-mediated selenocyclization of -vinylanilides with diselenides, which provides a mild and effective method for the synthesis of selenylated 4-3,1-benzoxazines. This reaction proceeds under metal-free conditions, without the need for a chemical oxidant or a controlled O atmosphere and shows a broad substrate scope with yields of up to 98%. Additionally, the process is easily scalable to the gram scale.

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http://dx.doi.org/10.1039/d4ob01898bDOI Listing

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Visible-light-mediated selenocyclization of -vinylanilides with diselenides.

Org Biomol Chem

January 2025

State Key Laboratory of New Pharmaceutical Preparations and Excipients, Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Materials Science, Hebei University, Baoding, Hebei, 071002, P. R. China.

Herein, we describe a visible-light-mediated selenocyclization of -vinylanilides with diselenides, which provides a mild and effective method for the synthesis of selenylated 4-3,1-benzoxazines. This reaction proceeds under metal-free conditions, without the need for a chemical oxidant or a controlled O atmosphere and shows a broad substrate scope with yields of up to 98%. Additionally, the process is easily scalable to the gram scale.

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