Display options
Cite
Fan Z, Li J, Lu H, et al. Monomeric Octahedral Ruthenium(II) Complex Enabled meta-C-H Nitration of Arenes with Removable Auxiliaries. Org Lett. 2017;19(12):3199-3202doi: 10.1021/acs.orglett.7b01297.
Fan, Z., Li, J., Lu, H., Wang, D. Y., Wang, C., Uchiyama, M., & Zhang, A. (2017). Monomeric Octahedral Ruthenium(II) Complex Enabled meta-C-H Nitration of Arenes with Removable Auxiliaries. Organic letters, 19(12), 3199-3202. https://doi.org/10.1021/acs.orglett.7b01297
Fan, Zhoulong, et al. "Monomeric Octahedral Ruthenium(II) Complex Enabled meta-C-H Nitration of Arenes with Removable Auxiliaries." Organic letters vol. 19,12 (2017): 3199-3202. doi: https://doi.org/10.1021/acs.orglett.7b01297
Fan Z, Li J, Lu H, Wang DY, Wang C, Uchiyama M, Zhang A. Monomeric Octahedral Ruthenium(II) Complex Enabled meta-C-H Nitration of Arenes with Removable Auxiliaries. Org Lett. 2017 Jun 16;19(12):3199-3202. doi: 10.1021/acs.orglett.7b01297. Epub 2017 Jun 02. PMID: 28574271.
Copy Download .nbib Format: NLM
Share it on

Org Lett. 2017 Jun 16;19(12):3199-3202. doi: 10.1021/acs.orglett.7b01297. Epub 2017 Jun 02.

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

Organic letters

Zhoulong Fan, Jie Li, Heng Lu, Dong-Yu Wang, Chao Wang, Masanobu Uchiyama, Ao Zhang

Affiliations

  1. 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.
  2. University of Chinese Academy of Sciences , Beijing 100049, China.
  3. ShanghaiTech University , Shanghai 201210, China.
  4. Graduate School of Pharmaceutical Sciences, University of Tokyo , Tokyo-to 113-0033, Japan.
  5. Advanced Elements Chemistry Research Team, RIKEN Center for Sustainable Resource Science and Elements Chemistry Laboratory , Saitama-ken 351-0198, Japan.

PMID: 28574271 DOI: 10.1021/acs.orglett.7b01297

Abstract

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.

Publication Types