Wang, Shenghao; Luo, Chun; Zhao, Lei; Zhao, Junsong; Zhang, Lanlan; Zhu, Bolin; Wang, Chao published their research in Cell Reports Physical Science in 2021. The article was titled 《Regioselective nickel-catalyzed dicarbofunctionalization of unactivated alkenes enabled by picolinamide auxiliary》.Safety of (Bromomethyl)cyclopropane The article contains the following contents:
A removable bidentate picolinamide-assisted regioselective dicarbofunctionalization of homoallylic amines I [R = 1-(prop-2-en-1-yl)cyclohexyl, 3-methylbut-3-en-1-yl, 1-phenylbut-3-en-1-yl, etc.] with organohalides R1X (R1 = 4-methoxyphenyl, pyridin-4-yl, Bu, etc.; X = I, Br) and arylboronic acids ArB(OH)2 (Ar = Ph, 2H-1,3-benzodioxol-5-yl, 1H-indol-3-yl, etc.) was developed. The catalytic system, using cost-effective and air-stable Ni(II) precatalyst, which could be activated by arylboronic acids, provides access to the regioselective diarylation and arylalkylation of inactivated alkenes. This reaction is compatible with α- or α-substituted terminal alkenes and internal alkenes and exhibits excellent functional group and heterocycle tolerance. Preliminary mechanistic studies suggest that the reaction proceeds via a NiI/NiIII catalytic cycle rather than a Ni0/NiII cycle. Notably, the general and practical protocol developed here represents, the first example of Ni-catalyzed 3-component 2,1-diarylation and arylalkylation of alkenes with arylboronic acids and organohalides. In the experimental materials used by the author, we found (Bromomethyl)cyclopropane(cas: 7051-34-5Safety of (Bromomethyl)cyclopropane)
(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Safety of (Bromomethyl)cyclopropane
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary