Palladium-Catalyzed Oxidative Heck-Type Reaction of Allylic Acetates with Arylhydrazines as Arylation Reagents via β-OAc Elimination

A palladium-catalyzed oxidative Heck-type arylation of allylic acetates via a β-OAc elimination process was developed under base- and acid-free conditions. In this reaction, arylhydrazines were utilized as "green" arylation reagents, producing nitrogen gas (N<sub>2</sub>) and water (H<sub>2</sub>O) as byproducts and yielding a series of allyl arenes in moderate to good yields. Furthermore, this reaction is characterized by its simplicity, mild conditions, broad substrate scope, and good functional group tolerance.

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Journal
The Journal of Organic Chemistry
Published
2025-11-07
DOI
https://doi.org/10.1021/acs.joc.5c02034
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Palladium-Catalyzed Oxidative Heck-Type Reaction of Allylic Acetates with Arylhydrazines as Arylation Reagents via β-OAc Elimination

Guiqin Chen, Zhenming Zhang, Shubing Shu, Xue Yao et al.
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Palladium-Catalyzed Oxidative Heck-Type Reaction of Allylic Acetates with Arylhydrazines as Arylation Reagents via β-OAc Elimination

Guiqin Chen, Zhenming Zhang, Shubing Shu, Xue Yao, Zheqing Huang, Tao Wang, Meng Yu, Yongli Zhao, Jian Peng
article en

Abstract

A palladium-catalyzed oxidative Heck-type arylation of allylic acetates via a β-OAc elimination process was developed under base- and acid-free conditions. In this reaction, arylhydrazines were utilized as "green" arylation reagents, producing nitrogen gas (N<sub>2</sub>) and water (H<sub>2</sub>O) as byproducts and yielding a series of allyl arenes in moderate to good yields. Furthermore, this reaction is characterized by its simplicity, mild conditions, broad substrate scope, and good functional group tolerance.

The Journal of Organic ChemistryVol. 90(46)
Korea Testing Certification (KR), BioMimetic Systems (United States) (US), Jiangxi Normal University (CN)
Openalex Percentile: Top 75%
Catalytic C–H Functionalization Methods
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Palladium-Catalyzed Oxidative Heck-Type Reaction of Allylic Acetates with Arylhydrazines as Arylation Reagents via β-OAc Elimination — Guiqin Chen, Zhenming Zhang, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS