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Updated: Jul 19, 2025
Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Thioalkynes in Ring Forming Reactions
Lifen Peng1, Zhiwen Yuan1, Zilong Tang1
1Key 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.
Thioalkynes are versatile building blocks for synthesizing diverse organic cycles, including three- to six-membered and fused rings. This review highlights their applications in organic synthesis, offering facile access to valuable cyclic compounds.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Organic cyclic compounds possess unique properties crucial for chemistry, pharmacology, and material science.
- Thioalkynes are increasingly recognized as valuable synthons due to their accessibility.
Purpose of the Study:
- To review and highlight the construction of diverse organic cycles using thioalkynes as key building blocks.
- To classify and detail the applications of thioalkynes in synthesizing various organic ring systems.
Main Methods:
- Summarizing synthetic strategies for accessing three-, four-, five-, six-membered, and fused organic cycles from thioalkynes.
- Presenting plausible reaction mechanisms for thioalkyne-mediated cyclizations where available.
Main Results:
- Thioalkynes enable the synthesis of various heterocycles and carbocycles, including 2H-azirines, cyclobutanes, cyclopentenes, thiophenes, oxazoles, and benzo[b]thiophenes.
- Demonstrated facile access to a wide array of organic cyclic structures through thioalkyne chemistry.
Conclusions:
- Thioalkynes are highly versatile synthons for constructing a broad spectrum of organic cyclic compounds.
- This review consolidates the synthetic utility of thioalkynes in organic synthesis, emphasizing their role in accessing valuable cyclic frameworks.
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