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Journal article
Synthesis of Benzo[b]thiophenes via Electrophilic Sulfur MediatedCyclization of Alkynylthioanisoles br
Journal of organic chemistry, Vol.87(9), pp.6312-6320
05/06/2022
PMCID: PMC9454903
PMID: 35436400
Web of Science ID: WOS:000818662400072
Abstract
A stable dimethyl(thiodimethyl)sulfonium tetrafluoroborate saltwas employed for the electrophilic cyclization reaction ofo-alkynyl thioanisoles forthe synthesis of 2,3-disubstituted benzo[b]thiophenes. The reaction describedherein works well with various substituted alkynes in excellent yields, and avaluable thiomethyl group was introduced with ease. The reaction utilizesmoderate reaction conditions and ambient temperature while tolerating variousfunctionalities. To elucidate the mechanism, electrophilic addition reactions usingthe dimethyl(thiodimethyl)sulfonium tetrafluoroborate salt with diphenylacetylenewas demonstrated.
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Details
- Title
- Synthesis of Benzo[b]thiophenes via Electrophilic Sulfur MediatedCyclization of Alkynylthioanisoles br
- Publication Details
- Journal of organic chemistry, Vol.87(9), pp.6312-6320
- Resource Type
- Journal article
- Publisher
- American Chemical Society (ACS)
- Grant note
- University of West Florida (UWF) 1T34GM110517-01 / NIH; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA UWF's Office of Research and Sponsored Programs and Office of Undergraduate Research
- Copyright
- Copyright © 2022 American Chemical Society
- Identifiers
- WOS:000818662400072; 99380480677106600
- Academic Unit
- Chemistry; Biology; Hal Marcus College of Science and Engineering
- Language
- English