CAS Key Laboratory of Receptor Research and the State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica (SIMM), Chinese Academy of Sciences , Shanghai 201203, China.
University of Chinese Academy of Sciences , Beijing 100049, China.
Org Lett. 2017 Jun 16;19(12):3199-3202. doi: 10.1021/acs.orglett.7b01297. Epub 2017 Jun 2.
A removable oxime-assisted meta-C-H nitration of arenes is reported. Mechanistic investigations and DFT calculations reveal a new monomeric octahedral ruthenium(II) complex is responsible for the meta-selective nitration. Dioxygen as a cooxidant is crucial for achieving high conversion and good yields. Moreover, the utility of the present reaction protocol is further showcased by the late-stage modification of the clinical CNS drugs Diazepam and Fluvoxamine.
报道了一种可去除肟辅助的芳烃间位 C-H 硝化反应。通过机理研究和 DFT 计算揭示了一种新型单核八面体钌（II）配合物是导致间位选择性硝化的原因。氧气作为共氧化剂对于实现高转化率和良好收率至关重要。此外，本反应方案的实用性还通过对临床 CNS 药物地西泮和氟伏沙明的后期修饰得到了进一步展示。
