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(2)/NH(4)SCN and PhICl(2)/KSeCN reagent systems to the synthesis of the biologically active S/SeCN-containing isocoumarins via a process involving thio/selenocyanation, enabled by thio/selenocyanogen chloride generated in situ, followed with an intramolecular lactonization wa...

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Detalles Bibliográficos
Autores principales: Tao, Shanqing, Huo, Aiwen, Gao, Yan, Zhang, Xiangyang, Yang, Jingyue, Du, Yunfei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9158338/
https://www.ncbi.nlm.nih.gov/pubmed/35665060
http://dx.doi.org/10.3389/fchem.2022.859995
Descripción
Sumario:The application of PhICl(2)/NH(4)SCN and PhICl(2)/KSeCN reagent systems to the synthesis of the biologically active S/SeCN-containing isocoumarins via a process involving thio/selenocyanation, enabled by thio/selenocyanogen chloride generated in situ, 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.

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