Copper(I)-Catalyzed Synthesis of 1,4-Disubstituted 1,2,3-Triazoles from Azidoformates and Aryl Terminal Alkynes

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26

초록

The copper(I)-catalyzed azide-alkyne cycloaddition reaction has been extensively studied and widely applied in organic synthesis. However, the formation of 1,2,3-triazoles with electron-deficient azide has been a challenging problem. In this report, we have demonstrated the formation of regioselective 1,4-disubstituted 1,2,3-triazoles from various types of aryl terminal alkynes and azidoformates, which are electron-deficient azides, using a commercialized [Cu-(CH3CN)(4)]PF6 copper(I) catalyst under mild conditions.

키워드

ONE-POT SYNTHESIS; CLICK CHEMISTRY; ROOM-TEMPERATURE; SULFONYL AZIDES; ANTI-3-ARYL-2,3-DIBROMOPROPANOIC ACIDS; MEDICINAL CHEMISTRY; ORGANIC AZIDES; SODIUM-AZIDE; SOLID-PHASE; CYCLOADDITION
제목
Copper(I)-Catalyzed Synthesis of 1,4-Disubstituted 1,2,3-Triazoles from Azidoformates and Aryl Terminal Alkynes
저자
Lee, Heejin; Lee, Jae Kyun; Min, Sun-Joon; Seo, Hyeonglim; Lee, Youngbok; Rhee, Hakjune
DOI
10.1021/acs.joc.8b00022
발행일
2018-04
유형
Article
저널명
The Journal of Organic Chemistry
권
83
호
8
페이지
4805 ~ 4811