《Visible-Light-Induced Dehydrohalogenative Coupling for Intramolecular α-Alkenylation: A Way to Build Seven- and Eight-Membered Rings》 was written by Xu, Dawen; Li, Han; Pan, Guangxing; Huang, Pan; Oberkofler, Jens; Reich, Robert M.; Kuhn, Fritz E.; Guo, Hao. Quality Control of 4-Cyanobenzyl bromideThis research focused onvisible light dehydrohalogenative coupling photocycloaddition diene. The article conveys some information:
A visible-light-induced intramol. α-alkenylation has been developed via metal-free dehydrohalogenative C(sp2)-C(sp2) coupling reaction to afford seven- and eight-membered rings. Extensive mechanistic studies prove that this reaction proceeds through a [2+2]-photocycloaddition, elimination, and retro-[2+2]-photocycloaddition process, with cyclobutane and cyclobutene being involved as key intermediates. This transformation is broadly applicable and highly stereoselective, yielding exclusively cyclic (1Z,3Z)-1,3-diene via photochem. allowed disrotation. This protocol excavates new applications of [2 + 2]-photocycloadditions, which may find their way in future olefin-olefin coupling reactions and medium-sized ring synthesis. The experimental part of the paper was very detailed, including the reaction process of 4-Cyanobenzyl bromide(cas: 17201-43-3Quality Control of 4-Cyanobenzyl bromide)
4-Cyanobenzyl bromide(cas: 17201-43-3) can reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile. And it may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.Quality Control of 4-Cyanobenzyl bromide
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts