Zhengkun Li, Shen-Xun Wu, You Zi*, Shun-Jun Ji* and Xiao-Ping Xu*,
{"title":"钴催化级联合成5-氨基-1,2,4-三唑啉[1,5-c]喹唑啉衍生物","authors":"Zhengkun Li, Shen-Xun Wu, You Zi*, Shun-Jun Ji* and Xiao-Ping Xu*, ","doi":"10.1021/acs.joc.5c0065810.1021/acs.joc.5c00658","DOIUrl":null,"url":null,"abstract":"<p >A cobalt-catalyzed three-component cascade reaction for the synthesis of functionalized 5-amino-1,2,4-triazolo[1,5-<i>c</i>]quinazoline derivatives is presented. The reaction involves <i>ortho</i>-cyanoaryl isocyanides, azides, and hydrazides, giving products in good to excellent yields. The protocol is highly scalable, as demonstrated by a gram-scale reaction of bioactive CGS-15943, providing a robust, efficient method for synthesizing triazoloquinazoline derivatives and offering significant potential for drug discovery and further modifications.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 22","pages":"7385–7395 7385–7395"},"PeriodicalIF":3.6000,"publicationDate":"2025-05-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cobalt-Catalyzed Cascade Synthesis of 5-Amino-1,2,4-triazolo[1,5-c]quinazoline Derivatives via Multiple C–N Bonds Construction\",\"authors\":\"Zhengkun Li, Shen-Xun Wu, You Zi*, Shun-Jun Ji* and Xiao-Ping Xu*, \",\"doi\":\"10.1021/acs.joc.5c0065810.1021/acs.joc.5c00658\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >A cobalt-catalyzed three-component cascade reaction for the synthesis of functionalized 5-amino-1,2,4-triazolo[1,5-<i>c</i>]quinazoline derivatives is presented. The reaction involves <i>ortho</i>-cyanoaryl isocyanides, azides, and hydrazides, giving products in good to excellent yields. The protocol is highly scalable, as demonstrated by a gram-scale reaction of bioactive CGS-15943, providing a robust, efficient method for synthesizing triazoloquinazoline derivatives and offering significant potential for drug discovery and further modifications.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"90 22\",\"pages\":\"7385–7395 7385–7395\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-05-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.joc.5c00658\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.5c00658","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Cobalt-Catalyzed Cascade Synthesis of 5-Amino-1,2,4-triazolo[1,5-c]quinazoline Derivatives via Multiple C–N Bonds Construction
A cobalt-catalyzed three-component cascade reaction for the synthesis of functionalized 5-amino-1,2,4-triazolo[1,5-c]quinazoline derivatives is presented. The reaction involves ortho-cyanoaryl isocyanides, azides, and hydrazides, giving products in good to excellent yields. The protocol is highly scalable, as demonstrated by a gram-scale reaction of bioactive CGS-15943, providing a robust, efficient method for synthesizing triazoloquinazoline derivatives and offering significant potential for drug discovery and further modifications.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.