Title of article
Aromatic Ring-Opening of 2-Fluorobenzothiophenes by Alkyllithiums
Author/Authors
Belley، Michel نويسنده , , Douida، Zohra نويسنده , , Mancuso، John نويسنده , , Vleeschauwer، Marc De نويسنده ,
Issue Information
روزنامه با شماره پیاپی سال 2005
Pages
-246
From page
247
To page
0
Abstract
Diphenylacetylenes are obtained when alkyllithium reagents are added to 3-aryl-2-fluorobenzothiophenes at low temperature. The aromatic ring-opening mechanism involves a nucleophilic addition of the alkyllithium to the sulfur atom of the thiophene. The resulting 2,2-diaryl-1-fluorovinyl anion subsequently undergoes a Fritsch-Buttenburg-Wiechell rearrangement to afford the diphenylacetylene.
Keywords
alkyllithium reagents , addition to sulfur , benzothiophenes , ring-opening , Fritsch-Buttenberg-Wiechell rearrangements
Journal title
Synlett
Serial Year
2005
Journal title
Synlett
Record number
110420
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