Affiliation:
1. Key Laboratory of Theoretical Organic Chemistry and Functional Molecule of Ministry of Education Hunan Provincial Key Laboratory of Controllable Preparation and Functional Application of Fine Polymers School of Chemistry and Chemical Engineering Hunan University of Science and Technology Xiangtan Hunan 411201 China
2. State Key Laboratory of Chemo/Biosensing and Chemometrics Advanced Catalytic Engineering Research Center of the Ministry of Education College of Chemistry and Chemical Engineering Hunan University Changsha 410082 China
3. Department of Physiology School of Medicine Hunan University of Chinese Medicine Changsha Hunan 410208 P. R. China
4. Department of Applied Chemistry Okayama University of Science 1-1 Ridai-cho, Kita-ku Okayama 700-0005 Japan
Abstract
AbstractSulfur‐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.
Funder
National Natural Science Foundation of China
Japan Society for the Promotion of Science
Wesco Science Foundation
Subject
Organic Chemistry,Physical and Theoretical Chemistry