Propargyl Chalcones’ Radical Annulation/Sulfonation Reaction: Efficient Synthesis of Benzo[b]oxepin-5(2H)‑one and Chromane Derivatives

A novel and facile methodology for the synthesis of sulfonated benzo­[b]­oxepinone and chromane derivatives was reported by the reaction of propargyl chalcones with arylsulfonyl chloride via radical cascade annulation/sulfonation under laboratory conditions. Readily available propargyl chalcones, co...

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Veröffentlicht in:Journal of organic chemistry 2022-06, Vol.87 (11), p.7136-7149
Hauptverfasser: Yu, Qiuyu, Zhang, Jinghang, Wu, Fan, Liu, Xiaoqin, Wang, Chang, Zhang, Jinpeng, Rong, Liangce
Format: Artikel
Sprache:eng
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Zusammenfassung:A novel and facile methodology for the synthesis of sulfonated benzo­[b]­oxepinone and chromane derivatives was reported by the reaction of propargyl chalcones with arylsulfonyl chloride via radical cascade annulation/sulfonation under laboratory conditions. Readily available propargyl chalcones, commercialized arylsulfonyl chloride, and simple reaction conditions make this six­(seven)-membered oxygen-containing heterocycles’ synthetic strategy more attractive and with significant application values.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c00361