Hong, Xi; Zhou, Quan; Huang, Shuang; Cui, He-Zhen; Li, Zhi-Ming; Hou, Xiu-Feng published an article in 2019, the title of the article was Transition metal catalyzed C7 and ortho-selective halogenation of 2-arylbenzo[d]oxazoles.Synthetic Route of 1268137-13-8 And the article contains the following content:
A transition metal catalyzed chlorination, bromination and iodination of 2-arylbenzo[d]oxazole with N-halosuccinimide, in which ruthenium-catalyzed halogenation occurred on the C7-position and rhodium-catalyzed halogenation occurred on the ortho-position. The C7 halogenation was only observed for 5-methyl-2-(p-substituted)arylbenzo[d]oxazoles under rhodium catalysis. Preliminary mechanistic experiments and d. functional theory (DFT) calculations suggested that the C7-halogenation catalyzed by Ru might have a single-electron-transfer (SET) radical process, while the ortho-selective halogenation catalyzed by Rh proceeds probably through a redox-neutral SN2-type mechanism. The different selectivity of Rh catalyzed halogenation was due to the charge difference between benzo[d]oxazolyl and aryl rings. The two kinds of halogenated products were proved to be versatile by constructing aryl and alkynyl groups on the C-X site via Suzuki and Sonogashira cross-coupling reactions. The experimental process involved the reaction of 7-Bromo-2-phenylbenzo[d]oxazole(cas: 1268137-13-8).Synthetic Route of 1268137-13-8
The Article related to halosuccinimide phenyl benzoxazole rhodium catalyst regioselective halogenation, halophenyl benzoxazole preparation, phenyl halo benzoxazole preparation, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Synthetic Route of 1268137-13-8
Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem