I2-Mediated transition-metal-free aromatic C-H amination for the synthesis of benzimidazol-2-ones and related heterocyclesElectronic supplementary information (ESI) available: 1H and 13C NMR spectra of products 1. CCDC 1835502. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8nj03166e

• Main Authors: Meng, Yinggao, Wang, Bingnan, Ren, Linning, Zhao, Qiongli, Yu, Wenquan, Chang, Junbiao
• Format: Journal Article
• Published: 06.08.2018
• ISSN: 1144-0546; 1369-9261
• DOI: 10.1039/c8nj03166e

A practical iodine-mediated direct aromatic C-H amination reaction has been established for benzimidazol-2-one synthesis under transition-metal-free conditions. The required 1,3-diarylurea substrates are readily accessible by the addition of N -substituted arylamines to the corresponding isocyanates. This versatile and operationally simple synthetic process is broadly applicable to a wide range of 1,3-diarylureas and provides facile access to benzimidazol-2-ones and related heterocycles. Moreover, the present C-H amination reaction can also be performed directly from disubstituted amines and isocyanates without the purification of the urea intermediates in a scalable fashion. A practical I 2 -mediated aromatic C-H amination reaction was established for benzimidazol-2-one synthesis under transition-metal-free conditions. The present reaction can be performed directly from disubstituted amines and isocyanates without the purification of the urea intermediates in a scalable fashion.