JOURNAL ARTICLE

Visible‐Light Photoredox‐Catalyzed Acyl Lactonization of Alkenes with Acyl Chlorides.

  • Published In: European Journal of Organic Chemistry, 2023, v. 26, n. 18. P. 1 1 of 3

  • Database: Academic Search Ultimate 2 of 3

  • Authored By: Rao, Wei‐Hao; Li, Qi; Li, Ying‐Ge; Jiang, Li‐Li; Yue, Ming‐Xiao; Zou, Guo‐Dong; Cao, Xinhua 3 of 3

Abstract

A photocatalytic acyl lactonization of unsaturated carboxylic acids using simple and inexpensive acyl chlorides has been developed for a modular synthesis of acyl lactones. Significantly, the simple protocol could allow an efficient construction of biologically important phthalide framework. The transformation could be extended to a wide variety of unsaturated carboxylic acids, including substituted 2‐vinyl benzoic acids and different types of alkenoic acids. Moreover, a series of aroyl, heteroaroyl chlorides could serve as coupling partners. Notably, functional groups including MeO, F, Cl and Br could survive. It is believed that acyl radicals generated from acyl chlorides under photoredox catalysis reacted with alkenes via atom‐transfer radical addition (ATRA) and triggered subsequent lactonization in the process. Preliminary mechanistic investigations revealed that the transformation probably proceeded through a free radical pathway. [ABSTRACT FROM AUTHOR]

Additional Information

  • Source:European Journal of Organic Chemistry. 2023/05, Vol. 26, Issue 18, p1
  • Document Type:Article
  • Subject Area:Chemistry
  • Publication Date:2023
  • ISSN:1434-193X
  • DOI:10.1002/ejoc.202300191
  • Accession Number:163604574
  • Copyright Statement:Copyright of European Journal of Organic Chemistry is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)

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