Multicomponent Photocatalytic a-Tertiary Amine Synthesis

点击翻译按钮获取中文摘要

Year 1: Generic training activities for all first-year student members of the CDT.Year 2-4: This project investigates the development of a multicomponent protocol to access a-tertiary amines in protected form from abundant chemical feedstocks, using visible light mediated photoredox catalysis. The optimised reaction conditions consistently form the model product in 91% assay yield, and the desired N-primary a-tertiary amines are easily accessed from the a-tertiary imine reaction products by hydrolysis or hydrogenation. The scope in both ketone and alkene components will be studied, in addition to the reaction mechanism. Towards elucidation of the reaction mechanism, key reaction intermediates will be isolated, enabling investigation of their reactivity, photochemical and photophysical properties. Discussion of the reaction mechanism will be backed up by computational analysis. Although the mechanistic data collected to date are inconclusive, a number of hypotheses have been ruled out, providing a good starting point for future mechanistic studies.