Site-Selective Distal C(sp3)−H Bromination of Aliphatic Amines as a Gateway for Forging Nitrogen-Containing sp3 Architectures

Identifier:  imarina:9378019

Handle: https://hdl.handle.net/20.500.11797/imarina9378019

Authors:  Chen J; Tan C; Rodrigalvarez J; Zhang S; Martin R

Abstract:
Herein, we disclose a new strategy that rapidly and reliably incorporates bromine atoms at distal, secondary C(sp3)−H sites in aliphatic amines with an excellent and predictable site-selectivity pattern. The resulting halogenated building blocks serve as versatile linchpins to enable a series of carbon-carbon and carbon-heteroatom bond-formations at remote C(sp3) sites, thus offering a new modular and unified platform that expediates the access to advanced sp3 architectures possessing valuable nitrogen-containing saturated heterocycles of interest in medicinal chemistry settings.