Palladium-Catalyzed Suzuki–Miyaura Cross-Coupling of Oxygen-Substituted Allylboronates with Aryl/Vinyl (Pseudo)Halides
Jie Li, Xinhui Zhang, Yisen Yao, Yapei Gao, Wen Yang, Wanxiang Zhao
Abstract
An efficient palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of oxygen atom-substituted allylboronates with aryl/vinyl bromides, iodides, and triflates has been developed. The present coupling reactions proceeded smoothly to provide a variety of allylic siloxanes with high efficiency and excellent regioselectivity. This protocol features broad substrate scope, excellent functional group tolerance, and easy gram-scale preparation, and offers an alternative approach for the synthesis of allylic alcohols and their derivatives.
Topics & Concepts
ChemistryAllylic rearrangementArylPalladiumRegioselectivityCatalysisHalideCombinatorial chemistryCoupling reactionFunctional groupOrganic chemistryAlkylPolymerOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques