Late-stage azolation of benzylic C‒H bonds enabled by electrooxidation

Autor:	Shaogao Zeng, Zhixing Huang, Zhongnan Xu, Ping-Hua Sun, Pengju Feng, Zhixiong Ruan
Rok vydání:	2021
Předmět:	chemistry.chemical_classification Reaction conditions Primary (chemistry) 010405 organic chemistry Chemistry Late stage General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry 0104 chemical sciences Catalysis Azole Molecule
Zdroj:	Science China Chemistry. 64:800-807
ISSN:	1869-1870 1674-7291
Popis:	The installation of azoles via C–H/N–H cross-coupling is significantly underdeveloped, particularly in benzylic C–H azolation due to the requirement for external chemical oxidants and the challenge in controlling the site- and chemo-selectivity. Herein, a late-stage azolation of benzylic C‒H bonds enabled by electrooxidation is described, which proceeds in an undivided cell under mild, catalyst- and chemical-oxidant-free reaction conditions. The strategy empowers the C‒H azolation on primary, secondary, and even challenging tertiary benzylic positions selectively. The remarkable synthetic utility of our approach is highlighted by its easy scalability without overoxidation of products and ample scope with valuable functional groups. The approach can be directly used to install benzyl and azole motifs on highly functionalized drug molecules.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::9546d76516c7e3ee92654081a4a32573 https://doi.org/10.1007/s11426-020-9938-9 Zobrazit plný text záznamu Full text from SpringerLink