Nickel‐Catalyzed Suzuki–Miyaura Cross‐Coupling Reaction of Aliphatic Alcohol Derivatives
Chloe D. Wong, Lauren C. Bradford, Nadia Hirbawi, Elizabeth R. Jarvo
Abstract
Reactions leveraging readily available starting materials are valuable for synthetic utility, especially for late-stage functionalization. Herein, we report a nickel-catalyzed Suzuki-Miyaura cross-coupling (XC) reaction of aliphatic sulfonates with aryl boronic acids. This reaction provides straightforward access to an array of arylated products in good yield. We have established a one-pot protocol allowing for the arylation of alcohols in a single reaction vessel. Additionally, an asymmetric reaction was developed to provide enantioenriched α-aryl and heteroaryl glutarimides in good yield and enantioselectivity.
Topics & Concepts
ArylYield (engineering)CatalysisNickelCoupling reactionChemistryCombinatorial chemistryAlcoholOrganic chemistryReaction conditionsSurface modificationMaterials scienceAlkylPhysical chemistryMetallurgyCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis TechniquesRadical Photochemical Reactions