Xie, Yujuan; Huang, Liliang; Feng, Huihui; Qi, Yayu; Van der Eycken, Erik V.; Feng, Huangdi published the artcile< Regio- and Chemoselective Copper-Catalyzed Formal [2+2+2] Cycloaddition of Primary Amines with Arylacetylenes to 2,4,5-Trisubstituted Pyridines>, Application In Synthesis of 3959-07-7, the main research area is pyridine preparation chemoselective regioselective; primary amine alkyne cycloaddition copper catalyst.
Synthesis of 2,4,5-trisubstituted pyridines I (R1 = Ph, 3,4-dimethoxyphenyl, furan-2-yl, etc.; R2 = Ph, 2-bromophenyl, 3-methylphenyl, etc.) via CuI/NBS-catalyzed formal intermol. [2+2+2] cycloaddition of easily available primary amines R1CH2NH2 and nonactivated terminal alkynes R2CCH is described. Moreover, this given reaction features a new mode of cycloaddition with high regio- and chemoselectivity, good atom- and step-economy, broad substrate scope, and wide functional group compatibility. Further mechanism studies indicate that this transformation starts with oxidative alkynation of the amine to form propargylamine intermediate, followed by radical addition to the alkyne and intramol. cycloaddition, delivering the pharmacol. interesting 2,4,5-trisubstituted pyridinesI.
Organic Letters published new progress about [2+2+2] Cycloaddition reaction (regio- and chemoselective). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Application In Synthesis of 3959-07-7.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary