Shelp, Russell A.; Ciro, Anthony; Pu, Youge; Merchant, Rohan R.; Hughes, Jonathan M. E.; Walsh, Patrick J. published the artcile< Strain-release 2-azaallyl anion addition/borylation of [1.1.1]propellane: synthesis and functionalization of benzylamine bicyclo[1.1.1]pentyl boronates>, Safety of 4-Bromobenzylamine, the main research area is bicyclopentane diarylmethanamine preparation; benzylamine bicyclopentyl boronate preparation arylbromide Suzuki coupling palladium catalyst; benzyl ketimine propellane pinacol boronate borylation three component.
A three-component reaction between N-benzyl ketimines (C6H5)2C=NCH2Ar (Ar = 4-chlorophenyl, pyridin-3-yl, 1-benzothiophen-2-yl, etc.), [1.1.1]propellane, and pinacol boronates such as bis(pinacolato)diboron and i-PrOBpin to generate benzylamine bicyclo[1.1.1]pentane (BCP) pinacol boronates I was reported. These structures are analogs to highly sought diarylmethanamine cores, which are common motifs in bioactive mols. The versatility of the boronate esters I (Ar = Ph, 3,5-difluorophenyl, 4-trifluoromethoxyphenyl) handle via downstream functionalization through a variety of reactions, including a challenging Pd-catalyzed (hetero)arylation that exhibits a broad substrate scope was demonstrated. These methods enable the synthesis of high-value BCP benzylamines II (R1 = naphthalen-2-yl, 4-(dimethylsulfamoyl)phenyl, pyridin-4-yl, etc.) and were inaccessible by existing methods. Furthermore, the successful application of these newly developed (hetero)arylation conditions to a variety of challenging tertiary pinacol boronates, including nitrogen-containing heterocycles, 1,1-disubstituted cyclopropanes, and other BCP cores e.g., 4,4,5,5-tetramethyl-2-(1-phenylcyclopropyl)-1,3,2-dioxaborolane were demonstrated.
Chemical Science published new progress about Addition reaction. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Safety of 4-Bromobenzylamine.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary