Diazonium Salts Induced Divergent Synthesis of α,β‐Unsaturated‐Azo‐Substituted‐Quinazolin‐2(1 H )‐ones and Quinolinones via Sequential Cyclization and Skeletal Rearrangement
Year: 2025
Type: article
Abstract: We have successfully developed a novel synthetic route for the synthesis of α,β‐unsaturated‐azo‐substituted‐quinazolin‐2(1 H )‐one via a reaction between 1,3‐diphenylurea analogues and diazonium salts, facilitated by a diazonium salt‐induced intramolecular cyclization process. Notably, this reaction exhibits remarkable tolerance toward a wide range of substituents, resulting in the formation of diverse products under mild reaction conditions. Additionally, we discovered that rearrangement occurs under alkaline conditions, leading to the formation of α,β‐unsaturated‐azo‐substituted‐quinolinone derivatives.
Source: ChemistrySelect
Authors: Wenkai Huang, Zheng Peng, Xue Yang, Weike Su, Changjun Zhang, Yuanyuan Xie
Institution: Zhejiang University of Technology
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: bronze
OpenAlex ID: W4409325524