Organic Letters
Organic Letters
5 years ago

Monomeric Octahedral Ruthenium(II) Complex Enabled meta-C–H Nitration of Arenes with Removable Auxiliaries

Monomeric Octahedral Ruthenium(II) Complex Enabled meta-C–H Nitration of Arenes with Removable Auxiliaries
Heng Lu, Zhoulong Fan, Dong-Yu Wang, Ao Zhang, Jie Li, Masanobu Uchiyama, Chao Wang
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01297

DOI: 10.1021/acs.orglett.7b01297

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