Stereoselective Synthesis of 12-Tetrazolyl Substituted (E)-5H-Quinazolino[3,2-a]quinazolines via Sequential Ugi-Azide/Staudinger/aza-Wittig/Addition/Ag(I)-Catalyzed Cyclization

被引：12

作者：

Yang, Mao-Lin ^{[1
]}

Zhao, Long ^{[1
]}

Chen, Hao-Ran ^{[1
]}

Ding, Ming-Wu ^{[1
]}

机构：

[1] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Wuhan 430079, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 03期

基金：

中国国家自然科学基金;

关键词：

EFFICIENT SYNTHESIS; UGI-3CR PRODUCTS; DERIVATIVES; UGI; CONDENSATION; CONVERSION; EXPANSION; DESIGN;

D O I：

10.1021/acs.joc.2c02621

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new efficient and stereoselective synthesis of 12-tetrazolyl substituted (E)-5H-quinazolino[3,2-a]quinazolines via sequential Ugi-azide/Staudinger/aza-Wittig/addition/Ag(I)-cata-lyzed cyclization was developed. The four-component reactions of 2-azidobenzaldehyde, 2-(alkynyl)benzenamine, isocyanide, and tri-methylsilyl azide gave Ugi-azide intermediates, which were sub-sequently treated with triphenylphosphine and isocyanate to produce 12-tetrazolyl substituted (E)-5H-quinazolino[3,2-a]quinazolines in the presence of Ag(I) catalyst and K2CO3.

引用

页码：1898 / 1906

页数：9

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