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Visible-Light-Induced, Palladium-Catalyzed 1,4-Difunctionalization of 1,3-Dienes with Bromodifluoroacetamides

Zhilin Liu, Zhipeng Ye, Yixuan Chen, Yu Zheng, Zhenzhen Xie, Jianping Guan, Jun‐An Xiao, Kai Chen, Hao‐Yue Xiang, Hua Yang

2022Organic Letters57 citationsDOI

Abstract

A highly modular 1,4-difunctionalization of 1,3-dienes with bromodifluoroacetamides and sulfinates/amines through a photoinduced palladium-catalyzed radical relay process is described herein. This developed protocol offers a facile and general route to access a variety of value-added CF2-incorporated alkenes in moderate to good yields. The versatility and flexibility of this approach have been well illustrated by readily accessible starting materials, synthetic convenience, and wide functional group compatibility.

Topics & Concepts

ChemistryPalladiumCatalysisCombinatorial chemistryFunctional groupModular designCompatibility (geochemistry)Flexibility (engineering)Organic chemistryComputer scienceChemical engineeringPolymerMathematicsStatisticsEngineeringOperating systemCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesRadical Photochemical Reactions
Visible-Light-Induced, Palladium-Catalyzed 1,4-Difunctionalization of 1,3-Dienes with Bromodifluoroacetamides | Litcius