AUTHOR=Tao Shanqing , Huo Aiwen , Gao Yan , Zhang Xiangyang , Yang Jingyue , Du Yunfei 

TITLE=PhICl2-Mediated Regioselective and Electrophilic Oxythio/Selenocyanation of o-(1-Alkynyl)benzoates: Access to Biologically Active S/SeCN-Containing Isocoumarins

JOURNAL=Frontiers in Chemistry

VOLUME=10

YEAR=2022

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2022.859995

DOI=10.3389/fchem.2022.859995

ISSN=2296-2646

ABSTRACT=<p>The application of PhICl<sub>2</sub>/NH<sub>4</sub>SCN and PhICl<sub>2</sub>/KSeCN reagent systems to the synthesis of the biologically active S/SeCN-containing isocoumarins <italic>via</italic> a process involving thio/selenocyanation, enabled by thio/selenocyanogen chloride generated <italic>in situ</italic>, 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.</p>