Li, Zi-Hao; Fiser, Bela; Jiang, Biao-Lin; Li, Jian-Wei; Xu, Bao-Hua; Zhang, Suo-Jiang published the artcile< N-Hydroxyphthalimide/benzoquinone-catalyzed chlorination of hydrocarbon C-H bond using N-chlorosuccinimide>, COA of Formula: C4H4ClNO2, the main research area is hydroxyphthalimide benzoquinone catalyzed chlorination benzylic bond chlorosuccinimide.
The direct chlorination of C-H bonds has received considerable attention in recent years. In this work, a metal-free protocol for hydrocarbon C-H bond chlorination with com. available N-chlorosuccinimide (NCS) catalyzed by N-hydroxyphthalimide (NHPI) with 2,3-dicyano-5,6-dichlorobenzoquinone (DDQ) functioning as an external radical initiator is presented. Aliphatic and benzylic substituents and also heteroaromatic ones were found to be well tolerated. Both the experiments and theor. anal. indicate that the reaction goes through a process wherein NHPI functions as a catalyst rather than as an initiator. On the other hand, the hydrogen abstraction of the C-H bond conducted by a PINO species rather than the highly reactive N-centered radicals rationalizes the high chemoselectivity of the monochlorination obtained by this protocol as the latter is reactive towards the C(sp3)-H bonds of the monochlorides. The present results could hold promise for further development of a nitroxy-radical system for the highly selective functionalization of the aliphatic and benzylic hydrocarbon C-H.
Organic & Biomolecular Chemistry published new progress about C-H bond (hydrocarbon). 128-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H4ClNO2, COA of Formula: C4H4ClNO2.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics