《Pd-Catalyzed Regioselective Olefination of N-Tosylhydrazones with Benzyl Bromides》 was written by Sun, Zhenze; He, Jing; Li, Weiwei; Li, Xuezhen; Feng, Yijiao; Liu, Yan; Liu, Ping; Han, Sheng. Application In Synthesis of 1-(Bromomethyl)-4-chlorobenzene And the article was included in ChemistrySelect in 2020. The article conveys some information:
A palladium-catalyzed regioselective olefination of cycloalkylphenylmethylene N-tosylhydrazones and benzyl bromide was developed. A series of E-type tri-substituted olefin compounds were obtained in 43-95% through the highly selective β-H elimination. The results showed that the β-H at the benzyl position took precedence over the β-H at the cycloalkyl position for the alkylpalladium intermediate, avoiding the formation of tetra-substituted olefins. High regioselectivity, wide substrate scope, and good functional group tolerance were the advantages of this reaction. The experimental part of the paper was very detailed, including the reaction process of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Application In Synthesis of 1-(Bromomethyl)-4-chlorobenzene)
1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.Application In Synthesis of 1-(Bromomethyl)-4-chlorobenzene It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics