Expedient Synthesis of Substituted Thieno[3,2-b]thiophenes and Selenopheno[3,2-b]selenophenes Through Cascade Cyclization of Alkynyl Diol Derivatives

Thieno[3,2-b]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-b]thiophene and selenopheno[3,2-b]selenoph...

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Published inMolecules (Basel, Switzerland) Vol. 29; no. 23; p. 5507
Main Authors Feng, Yingqi, Zhang, Xuelin, He, Ziqing, Zhao, Miaoshan, Chen, Lu, Li, Yibiao, Luo, Xiai
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 01.12.2024
MDPI
Subjects
cyclization
dehydration
Efficiency
Glycols
Hydrocarbons
Hydrogen
Reagents
Selenium
Semiconductors
step-efficiency
Sulfur
sulfur radical
Temperature
thienothiophene
Thiophene
sulfur radical
step-efficiency
dehydration
cyclization
thienothiophene
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Summary:Thieno[3,2-b]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-b]thiophene and selenopheno[3,2-b]selenophenes in moderate to good yields via the bisulfur/biselenium cyclization of alkynyl diols with I2/Na2S2O3 or selenium. Using this strategy, substitution patterns were obtained for backbone modification in functional materials.
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ISSN:1420-3049
1420-3049
DOI:10.3390/molecules29235507