A facile approach to phenothiazinones catalytic aerobic oxidation: discovery of an antiproliferative agent

The production of bioactive pharmaceutical ingredients in a sustainable manner has become essential in the modern academic and industrial community. Herein, we report a chemically robust and sustainable aerobic oxidation for the synthesis of the phenothiazinone framework, using the commercially avai...

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Published in:Organic & biomolecular chemistry 2023-10, Vol.21 (4), p.8197-82
Main Authors: Ji, Su-Hui, Wang, Qian, Cai, Yun-Rui
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Summary:The production of bioactive pharmaceutical ingredients in a sustainable manner has become essential in the modern academic and industrial community. Herein, we report a chemically robust and sustainable aerobic oxidation for the synthesis of the phenothiazinone framework, using the commercially available TEMPO/HBF 4 /NaNO 2 co-catalytic system under an ambient atmosphere. The reaction is highly efficient with broad scopes and excellent scalability. Preliminary activity screening led to the discovery of compound 3 as a potent antiproliferative agent. The green synthesis of a variety of sulfur containing heterocycles might encourage the pursuit of biologically valuable molecules in the medicinal field. A facile and robust synthesis of phenothiazinones with TEMPO-based catalytic system under an ambient atmosphere is presented.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob01111a