Expedient Synthesis of Substituted Thieno[3,2-<i>b</i>]thiophenes and Selenopheno[3,2-<i>b</i>]selenophenes Through Cascade Cyclization of Alkynyl Diol Derivatives
Thieno[3,2-<i>b</i>]thiophenes are used as key components in optoelectronic materials, porous hydrogen-storage hosts, organic solar cells, and polymer semiconductors. A step-efficient synthetic protocol was proposed herein for obtaining multisubstituted thieno[3,2-<i>b</i>]th...
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2024-11-01
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| Series: | Molecules |
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| author | Yingqi Feng Xuelin Zhang Ziqing He Miaoshan Zhao Lu Chen Yibiao Li Xiai Luo |
| author_facet | Yingqi Feng Xuelin Zhang Ziqing He Miaoshan Zhao Lu Chen Yibiao Li Xiai Luo |
| author_sort | Yingqi Feng |
| collection | DOAJ |
| description | Thieno[3,2-<i>b</i>]thiophenes are used as key components in optoelectronic materials, porous hydrogen-storage hosts, organic solar cells, and polymer semiconductors. A step-efficient synthetic protocol was proposed herein for obtaining multisubstituted thieno[3,2-<i>b</i>]thiophene and selenopheno[3,2-<i>b</i>]selenophenes in moderate to good yields via the bisulfur/biselenium cyclization of alkynyl diols with I<sub>2</sub>/Na<sub>2</sub>S<sub>2</sub>O<sub>3</sub> or selenium. Using this strategy, substitution patterns were obtained for backbone modification in functional materials. |
| format | Article |
| id | doaj-art-eea43d7f41ed4c02867a2fa65e5c5a93 |
| institution | OA Journals |
| issn | 1420-3049 |
| language | English |
| publishDate | 2024-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj-art-eea43d7f41ed4c02867a2fa65e5c5a932025-08-20T01:55:41ZengMDPI AGMolecules1420-30492024-11-012923550710.3390/molecules29235507Expedient Synthesis of Substituted Thieno[3,2-<i>b</i>]thiophenes and Selenopheno[3,2-<i>b</i>]selenophenes Through Cascade Cyclization of Alkynyl Diol DerivativesYingqi Feng0Xuelin Zhang1Ziqing He2Miaoshan Zhao3Lu Chen4Yibiao Li5Xiai Luo6Jiangmen Key Laboratory of Synthetic Chemistry and Cleaner Production, School of Environmental & Chemical Engineering, Wuyi University, Jiangmen 529020, ChinaJiangmen Key Laboratory of Synthetic Chemistry and Cleaner Production, School of Environmental & Chemical Engineering, Wuyi University, Jiangmen 529020, ChinaJiangmen Key Laboratory of Synthetic Chemistry and Cleaner Production, School of Environmental & Chemical Engineering, Wuyi University, Jiangmen 529020, ChinaJiangmen Key Laboratory of Synthetic Chemistry and Cleaner Production, School of Environmental & Chemical Engineering, Wuyi University, Jiangmen 529020, ChinaJiangmen Key Laboratory of Synthetic Chemistry and Cleaner Production, School of Environmental & Chemical Engineering, Wuyi University, Jiangmen 529020, ChinaJiangmen Key Laboratory of Synthetic Chemistry and Cleaner Production, School of Environmental & Chemical Engineering, Wuyi University, Jiangmen 529020, ChinaHunan Province Key Laboratory for Synthetic Biology of Traditional Chinese Medicine, School of Pharmaceutical Sciences, Hunan University of Medicine, Huaihua 418000, ChinaThieno[3,2-<i>b</i>]thiophenes are used as key components in optoelectronic materials, porous hydrogen-storage hosts, organic solar cells, and polymer semiconductors. A step-efficient synthetic protocol was proposed herein for obtaining multisubstituted thieno[3,2-<i>b</i>]thiophene and selenopheno[3,2-<i>b</i>]selenophenes in moderate to good yields via the bisulfur/biselenium cyclization of alkynyl diols with I<sub>2</sub>/Na<sub>2</sub>S<sub>2</sub>O<sub>3</sub> or selenium. Using this strategy, substitution patterns were obtained for backbone modification in functional materials.https://www.mdpi.com/1420-3049/29/23/5507thienothiophenecyclizationsulfur radicalstep-efficiencydehydration |
| spellingShingle | Yingqi Feng Xuelin Zhang Ziqing He Miaoshan Zhao Lu Chen Yibiao Li Xiai Luo Expedient Synthesis of Substituted Thieno[3,2-<i>b</i>]thiophenes and Selenopheno[3,2-<i>b</i>]selenophenes Through Cascade Cyclization of Alkynyl Diol Derivatives Molecules thienothiophene cyclization sulfur radical step-efficiency dehydration |
| title | Expedient Synthesis of Substituted Thieno[3,2-<i>b</i>]thiophenes and Selenopheno[3,2-<i>b</i>]selenophenes Through Cascade Cyclization of Alkynyl Diol Derivatives |
| title_full | Expedient Synthesis of Substituted Thieno[3,2-<i>b</i>]thiophenes and Selenopheno[3,2-<i>b</i>]selenophenes Through Cascade Cyclization of Alkynyl Diol Derivatives |
| title_fullStr | Expedient Synthesis of Substituted Thieno[3,2-<i>b</i>]thiophenes and Selenopheno[3,2-<i>b</i>]selenophenes Through Cascade Cyclization of Alkynyl Diol Derivatives |
| title_full_unstemmed | Expedient Synthesis of Substituted Thieno[3,2-<i>b</i>]thiophenes and Selenopheno[3,2-<i>b</i>]selenophenes Through Cascade Cyclization of Alkynyl Diol Derivatives |
| title_short | Expedient Synthesis of Substituted Thieno[3,2-<i>b</i>]thiophenes and Selenopheno[3,2-<i>b</i>]selenophenes Through Cascade Cyclization of Alkynyl Diol Derivatives |
| title_sort | expedient synthesis of substituted thieno 3 2 i b i thiophenes and selenopheno 3 2 i b i selenophenes through cascade cyclization of alkynyl diol derivatives |
| topic | thienothiophene cyclization sulfur radical step-efficiency dehydration |
| url | https://www.mdpi.com/1420-3049/29/23/5507 |
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