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DOI: https://doi.org/10.6023/cjoc202602014

ARTICLE

Visible-Light-Promoted CAN Catalysis Enables Intramolecular Dehydrogenative Lactonization of Aromatic Carboxylic Acids

  • Gaofeng Feng ,
  • Yisha Wang ,
  • Xu-Hong Wang ,
  • Peng-Yu Wang ,
  • Chengan Jin ,
  • Hang Jiang ,
  • Xingcheng Ding ,
  • Tao Cai ,
  • Lemao Yu
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  • a Shangyu College and Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing 312000, P. R. China;
    b Zhejiang Engineering Research Center of Fat-Soluble Vitamin, Shaoxing University, Shaoxing 312000, P.R. China

Received date: 2026-02-13

  Revised date: 2026-04-12

  Online published: 2026-06-04

Supported by

National Natural Science Foundation of China (No. 21672166 and 21302130).

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Abstract

A visible-light-mediated ceric ammonium nitrate (CAN) catalyzed protocol for intramolecular lactonization of aromatic carboxylic acids, involving a sequence of acyloxy radical generation via ligand-to-metal charge-transfer (LMCT) of aryl carboxylate-Ce(IV) complex under visible light irradiation, intramolecular cyclization, and dehydrogenation/dehalogenation of C(sp2)-H or C(sp2)-X (X = F, Cl, Br) bond, has been developed. A wide range of functional groups could be readily tolerated under this newly developed protocol, and 37 examples of valuable benzo-3,4-coumarin and 4-substituted coumarin derivatives have been conveniently synthesized in good to excellent yields. The protocol features simple operation, employment of cheap and readily available reagents, thus possesses potential practical applications.

Key words： photocatalysis; CAN catalysis; lactonization; benzo-3,4-coumarin derivatives

Cite this article

Gaofeng Feng , Yisha Wang , Xu-Hong Wang , Peng-Yu Wang , Chengan Jin , Hang Jiang , Xingcheng Ding , Tao Cai , Lemao Yu . Visible-Light-Promoted CAN Catalysis Enables Intramolecular Dehydrogenative Lactonization of Aromatic Carboxylic Acids[J]. Chinese Journal of Organic Chemistry, 0 : 0 . DOI: 10.6023/cjoc202602014

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