Construction of Benzimidazolone Derivatives via Aryl Iodide Catalyzed Intramolecular Oxidative C-H Amination

J Org Chem. 2022 Mar 4;87(5):3234-3241. doi: 10.1021/acs.joc.1c02929. Epub 2022 Feb 16.

Abstract

The first aryl iodide catalyzed intramolecular C-H amination of phenylurea has been disclosed for high-efficiency synthesis of benzimidazolone derivatives in excellent yields (up to 97%) by an operationally simple one-step organocatalytic oxidative process. Fluorinated protic alcohols can efficiently accelerate the conversion of this transformation. The straightforward method has good functional group tolerance and can be performed with an inexpensive and readily accessible catalyst with high proficiency.