Litcius/Paper detail

Ni-Catalyzed 1,1- and 1,3-Aminoboration of Unactivated Alkenes

Mao‐Yun Lyu, Gabriel N. Morais, Shuming Chen, M. Kevin Brown

2023Journal of the American Chemical Society29 citationsDOIOpen Access PDF

Abstract

Alkene borylfunctionalization reactions have emerged as useful methods for chemical synthesis. While much progress has been made on 1,2-borylamination reactions, the related 1,1- and 1,3-borylaminations have not been reported. Herein, a Ni-catalyzed 1,1-borylamination of 1,1-disubstituted and monosubstituted alkenes and a 1,3-borylamination of cyclic alkenes are presented. Key to development of these reactions was the identification of an alkyllithium activator in combination with Mg salts. The utility of the products and the mechanistic details are discussed.

Topics & Concepts

ChemistryAlkeneCatalysisActivator (genetics)Organic chemistryCombinatorial chemistryBiochemistryGeneOrganoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions
Ni-Catalyzed 1,1- and 1,3-Aminoboration of Unactivated Alkenes | Litcius