Chlorinative cyclization of Aryl Alkynoates using NCS and 9-Mesityl-10-methylacridinium Perchlorate Photocatalyst

Pramanik, Milan, Mathuri, Ashis, Sau, Sudip, Das, Monojit and Mal, Prasenjit 2021. Chlorinative cyclization of Aryl Alkynoates using NCS and 9-Mesityl-10-methylacridinium Perchlorate Photocatalyst. Organic Letters 23 (20) , 8088–8092. 10.1021/acs.orglett.1c03100

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Abstract

In a chlorinative cyclization, Mes-Acr-MeClO4 acted as a visible-light photocatalyst to obtain 3-chlorocoumarins from aryl alkynoates and N-chlorosuccinimide (NCS). The radical initiated reaction proceeded in a cascading manner via Cl– addition to alkynoates. Next, 5-exo-trig spirocyclization and subsequent 1,2-ester migration led to the formation of C–C and C–Cl bonds.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Publisher:	American Chemical Society
ISSN:	1523-7060
Last Modified:	24 Mar 2023 10:15
URI:	https://orca.cardiff.ac.uk/id/eprint/155250

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