Sulfur‐Containing 1,2,3‐Triazoles: Synthesis and Properties

Sulfur‐containing 1,2,3‐triazoles display bioactivities like antidepressant, antifungal activity, antitumor, etc. Numerous approaches have been established to form sulfur‐containing 1,2,3‐triazoles. 4‐Sulfanyl‐ and 5‐sulfanyl‐1,2,3‐triazoles were produced by metal‐catalyzed azide‐alkyne cycloadditio...

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Veröffentlicht in:European journal of organic chemistry 2024-02, Vol.27 (6), p.n/a
Hauptverfasser: Peng, Lifen, Chen, Jiayi, Chen, Yi, Lu, Hao, Okuda, Yasuhiro, Tang, Zilong, Orita, Akihiro, Qiu, Renhua, Yin, Shuang‐Feng
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Sprache:eng
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Zusammenfassung:Sulfur‐containing 1,2,3‐triazoles display bioactivities like antidepressant, antifungal activity, antitumor, etc. Numerous approaches have been established to form sulfur‐containing 1,2,3‐triazoles. 4‐Sulfanyl‐ and 5‐sulfanyl‐1,2,3‐triazoles were produced by metal‐catalyzed azide‐alkyne cycloaddition (AAC), etc. N‐Sulfonyl‐1,2,3‐triazoles were generated via the reaction of acetylides with sulfonyl azides, CuAAC. 4‐Sulfonyl‐1,2,3‐triazoles were produced through [3+2] cycloaddition and reaction of azide with bromovinylsulfonyl fluoride. Although 5‐sulfonyl‐1,2,3‐triazoles were formed successfully via RuAAC, their synthetic approaches were very limited. 1‐Phosphinyl‐2‐sulfanylethynes were suitable substances to access sulfur‐ and phosphorus‐containing triazoles. In this review, the synthesis and properties of sulfur‐containing 1,2,3‐triazoles were highlighted. Initially, the properties of organosulfurs, 1,2,3‐triazoles and sulfur‐containing 1,2,3‐triazoles were briefly introduced. After stating the general procedures to construct 1,2,3‐triazole skeleton, the synthetic approaches and properties of sulfur‐involved 1,2,3‐triazoles were sorted and described in details. According to different kinds of sulfur‐containing 1,2,3‐triazoles, synthetic methods and features of 4‐sulfanyl‐1,2,3‐triazoles, 5‐sulfanyl‐1,2,3‐triazoles, N‐sulfonyl‐1,2,3‐triazoles, 4‐sulfonyl‐1,2,3‐triazoles, 5‐sulfonyl‐1,2,3‐triazoles, sulfur‐ and heteroatom‐containing 1,2,3‐triazoles were summarized. Sulfur‐containing 1,2,3‐triazoles display bioactivities. Numerous approaches have been established to form sulfur‐containing 1,2,3‐triazoles. In this review, the synthesis and properties of sulfur‐containing 1,2,3‐triazoles, including 4‐sulfanyl‐1,2,3‐triazoles, 5‐sulfanyl‐1,2,3‐triazoles, N‐sulfonyl‐1,2,3‐triazoles, 4‐sulfonyl‐1,2,3‐triazoles, 5‐sulfonyl‐1,2,3‐triazoles, sulfur‐ and heteroatom‐containing 1,2,3‐triazoles, were highlighted.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202301146