{"title":"铜(I)催化中断键化/烯丙基化级联反应模块化合成全取代5-烯丙基三唑。","authors":"Weiguo Wang*, , , Jingyu Wang, , and , Zhenghu Xu*, ","doi":"10.1021/acs.joc.5c01758","DOIUrl":null,"url":null,"abstract":"<p >A series of fully substituted 5-allyl-1,2,3-triazoles was prepared via a copper(I)-catalyzed click/allylation cascade reaction of various alkynes, azides, and allyl bromides. The key step in this process is the interception of the <i>in situ</i>-formed cuprate–triazole intermediate with allyl bromide. Furthermore, this reaction offers an effective strategy for the generation of fully substituted triazoles, involving the formation of C(sp<sup>2</sup>)–C(sp<sup>3</sup>) bonds in high yields with complete regioselectivity under mild reaction conditions.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 38","pages":"13766–13773"},"PeriodicalIF":3.6000,"publicationDate":"2025-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Modular Synthesis of Fully Substituted 5-Allyl-Triazoles via a Copper(I)-Catalyzed Interrupted Click/Allylation Cascade Reaction\",\"authors\":\"Weiguo Wang*, , , Jingyu Wang, , and , Zhenghu Xu*, \",\"doi\":\"10.1021/acs.joc.5c01758\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >A series of fully substituted 5-allyl-1,2,3-triazoles was prepared via a copper(I)-catalyzed click/allylation cascade reaction of various alkynes, azides, and allyl bromides. The key step in this process is the interception of the <i>in situ</i>-formed cuprate–triazole intermediate with allyl bromide. Furthermore, this reaction offers an effective strategy for the generation of fully substituted triazoles, involving the formation of C(sp<sup>2</sup>)–C(sp<sup>3</sup>) bonds in high yields with complete regioselectivity under mild reaction conditions.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"90 38\",\"pages\":\"13766–13773\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-09-11\",\"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.5c01758\",\"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.5c01758","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Modular Synthesis of Fully Substituted 5-Allyl-Triazoles via a Copper(I)-Catalyzed Interrupted Click/Allylation Cascade Reaction
A series of fully substituted 5-allyl-1,2,3-triazoles was prepared via a copper(I)-catalyzed click/allylation cascade reaction of various alkynes, azides, and allyl bromides. The key step in this process is the interception of the in situ-formed cuprate–triazole intermediate with allyl bromide. Furthermore, this reaction offers an effective strategy for the generation of fully substituted triazoles, involving the formation of C(sp2)–C(sp3) bonds in high yields with complete regioselectivity under mild reaction conditions.
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.