Chlorinative Cyclization of Aryl Alkynoates Using NCS and 9-Mesityl-10-methylacridinium Perchlorate Photocatalyst,Organic Letters

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Chlorinative Cyclization of Aryl Alkynoates Using NCS and 9-Mesityl-10-methylacridinium Perchlorate Photocatalyst
Organic Letters ( IF 4.9 ) Pub Date : 2021-09-24 , DOI: 10.1021/acs.orglett.1c03100
Milan Pramanik ₁ , Ashis Mathuri ₁ , Sudip Sau ₁ , Monojit Das ₁ , Prasenjit Mal ₁

Affiliation

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.

中文翻译：

使用 NCS 和 9-Mesityl-10-methylacridinium 高氯酸盐光催化剂对芳基炔酸酯进行氯化环化

在氯化环化中，Mes-Acr-MeClO ₄作为可见光光催化剂从炔酸芳基酯和N-氯代琥珀酰亚胺（NCS）中获得3-氯香豆素。自由基引发的反应通过 Cl ^-添加到炔酸酯以级联方式进行。接下来，5-exo-trig 螺环化和随后的 1,2-酯迁移导致 C-C 和 C-Cl 键的形成。

更新日期：2021-10-15

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