Remarkably Stable S-Oxides of Calix[4]thiophenes and Their Sulfonium Ylide from Reaction of S-Oxide with Acetylene Derivative
The oxidation of macrocyclic thiophenes, such as the calix[4]thiophenes, with m-chloroperbenzoic acid in the presence of BF3·OEt2 afforded the remarkably stable mono- and bis-S-oxides based on their X-ray crystal structures. The stable mono-S-oxide of the calix[4]thiophene reacted with dimethyl acet...
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| Veröffentlicht in: | Chemistry letters 2017-03, Vol.46 (3), p.389-391 |
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| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | The oxidation of macrocyclic thiophenes, such as the calix[4]thiophenes, with m-chloroperbenzoic acid in the presence of BF3·OEt2 afforded the remarkably stable mono- and bis-S-oxides based on their X-ray crystal structures. The stable mono-S-oxide of the calix[4]thiophene reacted with dimethyl acetylenedicarboxylate at 160 °C to form the thiophene-S,C-sulfonium ylide, indicating that the cycloaddition reaction did not occur. |
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| ISSN: | 0366-7022 1348-0715 |
| DOI: | 10.1246/cl.161105 |