通过顺序Ugi-叠氮化物/施陶丁格/氮杂维蒂希/加成/Ag(I)催化环化立体选择性合成12-四唑基取代的()-5-喹唑啉并[3,2-]喹唑啉
Stereoselective Synthesis of 12-Tetrazolyl Substituted ()-5-Quinazolino[3,2-]quinazolines via Sequential Ugi-Azide/Staudinger/aza-Wittig/Addition/Ag(I)-Catalyzed Cyclization.
作者信息
Yang Mao-Lin, Zhao Long, Chen Hao-Ran, Ding Ming-Wu
机构信息
Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Central China Normal University, Wuhan 430079, P. R. China.
出版信息
J Org Chem. 2023 Feb 3;88(3):1898-1906. doi: 10.1021/acs.joc.2c02621. Epub 2023 Jan 17.
A new efficient and stereoselective synthesis of 12-tetrazolyl substituted ()-5-quinazolino[3,2-]quinazolines via sequential Ugi-azide/Staudinger/aza-Wittig/addition/Ag(I)-catalyzed cyclization was developed. The four-component reactions of 2-azidobenzaldehyde, 2-(alkynyl)benzenamine, isocyanide, and trimethylsilyl azide gave Ugi-azide intermediates, which were subsequently treated with triphenylphosphine and isocyanate to produce 12-tetrazolyl substituted ()-5-quinazolino[3,2-]quinazolines in the presence of Ag(I) catalyst and KCO.
通过依次进行乌吉-叠氮化物/施陶丁格/氮杂维蒂希/加成/银（I）催化环化反应，开发了一种新的高效立体选择性合成12-四唑基取代的（）-5-喹唑啉并[3,2-]喹唑啉的方法。2-叠氮基苯甲醛、2-（炔基）苯胺、异腈和三甲基硅基叠氮化物的四组分反应生成乌吉-叠氮化物中间体，随后在银（I）催化剂和碳酸钾存在下，用三苯基膦和异氰酸酯处理，生成12-四唑基取代的（）-5-喹唑啉并[3,2-]喹唑啉。
Zotero 插件