PhICl 2 -Mediated Regioselective and Electrophilic Oxythio/Selenocyanation of o -(1-Alkynyl)benzoates: Access to Biologically Active S/SeCN-Containing Isocoumarins

The application of PhICl /NH SCN and PhICl /KSeCN reagent systems to the synthesis of the biologically active S/SeCN-containing isocoumarins a process involving thio/selenocyanation, enabled by thio/selenocyanogen chloride generated , followed with an intramolecular lactonization was realized. Gram-...

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Bibliographic Details
Published in:Frontiers in chemistry 2022, Vol.10, p.859995
Main Authors: Tao, Shanqing, Huo, Aiwen, Gao, Yan, Zhang, Xiangyang, Yang, Jingyue, Du, Yunfei
Format: Article
Language:English
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Summary:The application of PhICl /NH SCN and PhICl /KSeCN reagent systems to the synthesis of the biologically active S/SeCN-containing isocoumarins a process involving thio/selenocyanation, enabled by thio/selenocyanogen chloride generated , followed with an intramolecular lactonization was realized. Gram-scale synthesis, further derivatization to access C4 thio/selenocyanated Xyridin A and anti-tumor activities of the obtained products highlight the potential use of this method.
ISSN:2296-2646
2296-2646
DOI:10.3389/fchem.2022.859995