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A Highly Efficient Copper-Catalyzed Three-Component Synthesis of 4-Aminoquinazolines

Lei Yang, Honghua Luo, Yan Sun, Zhenyu Shi, Kaidong Ni, Fei Li, Dongyin Chen*

*Department of Medicinal Chemistry, School of Pharmacy, Nanjing Medical University, Nanjing 211166, P. R. of China, Email: chendongyinnjmu.edu.cn

L. Yang, H. Luo, Y. Sun, Z. Shi, K. Ni, F. Li, D. Chen, Synthesis, 2017, 49, 2535-2543.

DOI: 10.1055/s-0036-1588727 (free Supporting Information)


Abstract

A highly efficient one-pot synthesis of 4-aminoquinazolines from easily available 2-iodo- or 2-bromobenzimidamides, aldehydes, and sodium azide proceeds via consecutive copper-catalyzed SNAr substitution, reduction, cyclization, oxidation and tautomerization.


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Key Words

copper, 2-halobenzimidamides, sodium azide, multicomponent reactions, catalysis, quinazolines, 4-aminoquinazolines


ID: J66-Y2017