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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| creator | Debrouwer, Wouter Seigneur, Ruben A. J Heugebaert, Thomas S. A Stevens, Christian V |
| description | 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. |
| doi_str_mv | 10.1039/c4cc07989b |
| format | Article |
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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.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c4cc07989b</identifier><language>eng</language><creationdate>2014-12</creationdate><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids></links><search><creatorcontrib>Debrouwer, Wouter</creatorcontrib><creatorcontrib>Seigneur, Ruben A. J</creatorcontrib><creatorcontrib>Heugebaert, Thomas S. A</creatorcontrib><creatorcontrib>Stevens, Christian V</creatorcontrib><title>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</title><description>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
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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.</abstract><doi>10.1039/c4cc07989b</doi><tpages>4</tpages></addata></record> |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| title | 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 |
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