Visible‐Light Photoredox‐Catalyzed Decarboxylative Double Difluoromethylation of β,γ‐Unsaturated Carboxylic Acids for the Synthesis of Difluoromethylated Allylic Compounds-Reference-Cited by-同舟云学术

Visible‐Light Photoredox‐Catalyzed Decarboxylative Double Difluoromethylation of β,γ‐Unsaturated Carboxylic Acids for the Synthesis of Difluoromethylated Allylic Compounds

Published:2023-01-16 Issue:2 Volume:365 Page:224-229
ISSN:1615-4150
Container-title:Advanced Synthesis & Catalysis
language:en
Short-container-title:Adv Synth Catal

Author:

Yao Zhen¹²³,Li Gang²,Zhou Ying¹,Xu Lijin³^ORCID,Xue Dong²

Affiliation:

1. School of Pharmacy Guizhou University of Traditional Chinese Medicine Guiyang 550025 People's Republic of China

2. Key Laboratory of Applied Surface and Colloid Chemistry Ministry of Education and School of Chemistry and Chemical Engineering Shaanxi Normal University Xi'an 710062 People's Republic of China

3. Department of Chemistry Renmin University of China Beijing 100872 People's Republic of China

Abstract

AbstractThe regioselective synthesis of double difluoromethylated allylic products from easily accessible β,γ‐unsaturated carboxylic acids and difluoromethylation reagents under visible‐light photocatalysis is reported. This transformation tolerates various bromodifluoroacetates and fluorinated phosphonates, providing access to various difluoromethylated allylic products in 54–93% yield with 80:20 to 99:1 Z/E, which can not be readily synthesized using the currently known methods. Choosing fac‐[Ir(ppy)3] as the photocatalyst and 1,4‐diazabicyclo[2.2.2]octane (DABCO) as the additive is crucial for the success of this transformation.

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Funder

Guizhou Science and Technology Department

Publisher

Wiley

Subject

General Chemistry

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.202201207

Reference118 articles.

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