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Visible-Light-Driven, Palladium-Catalyzed Heck Reaction of Internal Vinyl Bromides with Styrenes

Yunlong Li, Haibo Liu, Zilong Huang, Yuan He, Bao‐Hua Xu, Hongmei Wang, Zhengkun Yu

2021The Journal of Organic Chemistry12 citationsDOI

Abstract

Functionalized 1,3-dienes were efficiently accessed from visible-light-driven, palladium-catalyzed Heck reaction of S,S-functionalized internal vinyl bromides with styrenes under mild conditions. This Heck reaction showcased tolerance of a wide array of functional groups, afforded the target products in moderate to excellent yields through a radical reaction pathway. The resultant diene products could be further transformed to highly functionalized trisubstituted furan derivatives.

Topics & Concepts

PalladiumHeck reactionFuranCatalysisChemistryDieneOrganic chemistryReaction conditionsPhotochemistryCombinatorial chemistryNatural rubberSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Visible-Light-Driven, Palladium-Catalyzed Heck Reaction of Internal Vinyl Bromides with Styrenes | Litcius