General and Selective Metal-Free Radical α-C-H Borylation of Aliphatic Amines.

ABSTRACT: Despite recent developments, selective C(sp³)-H borylation of feedstock amines remains a formidable challenge. Herein, we have developed a general, mild, and photoinduced transition metal- and strong base-free method for α-C(sp³)-H borylation of amines. This protocol features a regioselective 1,5-hydrogen atom transfer process to access key α-aminoalkyl radical intermediate using commercially available easy-to-install/remove iodobenzoyl radical translocating group. Remarkably, this general, efficient, and operationally simple method allows activation of primary and secondary α-C-H sites of a broad range of acyclic and cyclic amines toward highly regio- and diastereoselective synthesis of valuable α-aminoboronates. Utility of this protocol h

SUBMITTER: Sarkar S 

PROVIDER: S-EPMC9784107 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature