Gold superacid-catalyzed preparation of benzo[c]thiophenesElectronic supplementary information (ESI) available: Synthetic procedures, characterization data and copies of the NMR-spectra. See DOI: 10.1039/c4cc07989b
A three-step synthesis of benzo[ c ]thiophenes is presented in which the key transformation is the gold-catalyzed 5- exo-dig migratory cycloisomerization of a diallyl thioacetal. It was shown that a small amount of in situ generated HAuCl 4 from AuCl 3 is the active catalytic species. A mechanism wa...
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| Hauptverfasser: | , , , |
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| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | A three-step synthesis of benzo[
c
]thiophenes is presented in which the key transformation is the gold-catalyzed 5-
exo-dig
migratory cycloisomerization of a diallyl thioacetal. It was shown that a small amount of
in situ
generated HAuCl
4
from AuCl
3
is the active catalytic species. A mechanism was proposed.
Gold(
iii
) chloride catalyzes the cycloisomerization of dithioacetals to benzo[
c
]thiophenes by
in situ
formation of a gold superacid. |
|---|---|
| ISSN: | 1359-7345 1364-548X |
| DOI: | 10.1039/c4cc07989b |