4.7 Article

Phototriggered Self-Catalyzed Three-Component Minisci Reaction: A Route to β-C(sp3) Heteroarylated Alcohols/Ethers

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 87, 期 24, 页码 16794-16806

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c02498

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资金

  1. National Natural Science Foundation of China [22178314]
  2. Zhejiang Provincial Natural Science Foundation of China [LQ20B060006]
  3. Taizhou Science and Technology Program Project [21hba01]

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In this study, a visible-light-triggered photocatalyst-free radical cascade Minisci reaction was developed for the synthesis of diverse fi-C(sp3) heteroarylated alcohols/ethers using heteroarenes, alkenes, and water/alcohols. This protocol is mild, scalable, and demonstrates broad substrate scope and functional group tolerance. Mechanistic studies reveal that heteroarenes can serve as photocatalysts for single-electron transfer with persulfate.
Herein, a visible-light-triggered photocatalyst-free radical cascade Minisci reaction of heteroarenes, alkenes, and water/alcohols to obtain diverse fi-C(sp3) heteroarylated alcohols/ethers has been developed. Achieved under mild and simple conditions, this protocol is scalable and features broad substrate scope and functional group tolerance. Mechanistic studies demonstrate that the heteroarene can be served as a photocatalyst to engage single-electron transfer with persulfate.

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