4.6 Article

Synthesis of chalcogen-functionalized 4H-chromen-4-ones via cyclization/chalcogenation of alkynyl aryl ketones mediated by Selectfluor®

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NEW JOURNAL OF CHEMISTRY
卷 47, 期 3, 页码 1076-1080

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d2nj05567h

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A synthetic method for organochalcogen-functionalized chromenones has been developed using diorganyl dichalcogenides and alkynyl aryl ketones. Selectfluor(R) mediates the cyclization/organochalcogenation reactions under mild and open-to-air conditions. The versatile methodology allows for the synthesis of organochalcogen-substituted thiochromenone and isocromenone derivatives.
The synthesis of organochalcogen-functionalized chromenones starting from diorganyl dichalcogenides and alkynyl aryl ketones has been developed. Selectfluor (R) mediates these cyclization/organochalcogenation reaction sequences under mild and open-to-air conditions. The six-membered heterocycles were obtained via a selective 6-endo-dig cyclization compatible with the use of both diorganyl diselenides and disulfides. This synthetic methodology still proved to be versatile to synthesize organochalcogen-substituted thiochromenone and isocromenone derivatives.

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