Visible light-induced mono-bromination of arenes with BrCCl₃

Abstract

A highly efficient and regioselective bromination of electron-rich arenes and heteroarenes using commercially available BrCCl3 as a “Br” source has been developed. The reaction was performed in the air under...

Visible-Light-Induced para-Difluoroalkylation of Aniline Derivatives

“…On the basis of previous literature reports − and the experimental results above, a potential reaction mechanism (Scheme ) was proposed. First, a light-induced excited state Ir­(III)­(ppy) 3 complex formed, which underwent single electron transfer to become Ir­(IV)­(ppy) 3 ; meanwhile, ethyl difluoroacetate radicals were formed.…”

Visible-Light-Induced Catalytic Selective Halogenation with Photocatalyst

“…Bromotrichloromethane (BrCCl 3 )-mediated efficient and regioselective mono-bromination of electron-rich arenes was developed by Loh and co-workers in 2021 [ 62 ]. Reaction of arenes and heteroarene with BrCCl 3 as a bromine source in the presence of Ru II bipyridyl complex photocatalyst and 2-bromopyridine under irradiation of white light (23W) and air atmosphere gave the corresponding products ( Scheme 67 ).…”

Catalyst‐ and Metal‐Free Photo‐Oxidative Coupling of Thiols with BrCCl3

“…As a cheap, relatively stable and commercially available reagent, [41] bromotrichloromethane (BrCCl 3 ) has been involved in a variety of radical reactions, such as benzylic bromination, [42] radical additions to unsaturated bonds, [43] C−H hydroxylation, [44] cross‐dehydrogenation, [45] dehydrogenation of heteroaromatic compounds [46] . Recently, we reported a mild photocatalytic bromination of arenes with BrCCl 3 as bromine source in high para ‐regioselectivity [47] . Due to the nature of BrCCl 3 , easily forming radicals, visual‐light promoting dehydrogenation exhibits advantages in mild and metal‐free conditions.…”

“…[46] Recently, we reported a mild photocatalytic bromination of arenes with BrCCl 3 as bromine source in high para-regioselectivity. [47] Due to the nature of BrCCl 3 , easily forming radicals, visual-light promoting dehydrogenation exhibits advantages in mild and metal-free conditions.…”