Cu(II)-Catalyzed Ortho-C-H Nitration of Aryl Ureas By C-H Functionalization

Chun-Meng Wang; Kai-Xiang Tang; Tian-Hong Gao; Lin Chen; Li-Ping Sun

doi:10.1021/acs.joc.8b01016

Cu(II)-Catalyzed Ortho-C-H Nitration of Aryl Ureas By C-H Functionalization

J Org Chem. 2018 Aug 3;83(15):8315-8321. doi: 10.1021/acs.joc.8b01016. Epub 2018 Jul 13.

Authors

Chun-Meng Wang¹, Kai-Xiang Tang¹, Tian-Hong Gao¹, Lin Chen¹, Li-Ping Sun¹

Affiliation

¹ Jiangsu Key Laboratory of Drug Design & Optimization, Department of Medicinal Chemistry , China Pharmaceutical University , Nanjing 210009 , P. R. China.

PMID: 29969268
DOI: 10.1021/acs.joc.8b01016

Abstract

A novel protocol for the aromatic ortho C-H nitration of aryl ureas with Fe(NO₃)₃·9H₂O is developed. The reaction utilizes CuCl₂·2H₂O as catalyst and p-TSA as additive, showing good functional group tolerance and furnishing the desired products in moderate to excellent yields.