Synthesis of tetrasubstituted thiophenes from pyridinium 1,4-zwitterionic thiolates and modified activated alkynes |
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| Authors: | Taimin Wang Xuecheng Zhu Qingqing Tao Wei Xu Haiyan Sun Ping Wu Bin Cheng Hongbin Zhai |
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| Affiliation: | 1. Institute of Marine Biomedicine/Hoffmann Institute of Advanced Materials, Shenzhen Polytechnic, Shenzhen 518055, China;2. State Key Laboratory of Chemical Oncogenomics, Shenzhen Engineering Laboratory of Nano Drug Slow-Release, Peking University Shenzhen Graduate School, Shenzhen 518055, China;3. Key Laboratory of Coordination Chemistry and Functional Materials in Universities of Shandong, Dezhou College, Dezhou 253023, China |
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| Abstract: | Pyridinium 1,4-zwitterionic thiolates were applied to a formal [3 + 2] annulation reaction with modified activated alkynes, affording various tetrasubstituted thiophenes with aryl, alkenyl, alkyl or silyl group at the special position. The structural modification of alkyne substrates enabled the synthesis of diverse thiophenes to be achieved using the pyridinium 1,4-zwitterionic thiolates as the sulfur-containing building blocks. This approach is metal-free and catalyst-free. |
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