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Visible‐Light Photoredox Catalyzed Regioselective 1,4‐Hydroalkylation of 1,3‐Enyne

Hong Hou, Yingjie Pan, Yuejie Sun, Ying Han, Chao‐Guo Yan, Yaocheng Shi, Shaoqun Zhu

2023Chemistry - A European Journal21 citationsDOIOpen Access PDF

Abstract

Described herein is a visible-light photoredox-catalyzed regioselective 1,4-hydroalkylation of 1,3-enynes. Various of di- and tri-substituent allenes were really accessible under the present reaction conditions. The visible-light photoredox activation of the carbon nucleophile to generate its radical species, allowing the addition with un-activated enynes. The synthetic utility for the present protocol was demonstrated by a large-scale reaction, as well as the derivatization of the allene product.

Topics & Concepts

RegioselectivityAlleneNucleophileSubstituentPhotoredox catalysisChemistryDerivatizationVisible spectrumEnynePhotochemistryCombinatorial chemistryCatalysisOrganic chemistryMaterials sciencePhotocatalysisHigh-performance liquid chromatographyOptoelectronicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
Visible‐Light Photoredox Catalyzed Regioselective 1,4‐Hydroalkylation of 1,3‐Enyne | Litcius