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Synthesis 2000; 2000(7): 970-974
DOI: 10.1055/s-2000-6294
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Sulfur-Alkyne Cyclizations for Formation of Dihydrothiophenes and Annulated Thiophenes

Frank E. McDonald* , Svetlana A. Burova, Larry G. Huffman, Jr.
  • *Department of Chemistry, Emory University, Atlanta, GA 30322, USA; Fax +1(404)7276586; E-mail: fmcdona@emory.edu
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Publication Date:
31 December 2000 (online)

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Cycloisomerization of homopropargylic thiols to dihydrothiophenes is promoted by group VI metal carbonyls. Related thiacyclization transformations under basic and radical conditions are also described, including regioselective formation of benzothiophenes from aryl methyl sulfides and alkynes.

alkynes - diazo compounds - sulfur heterocycles - thiacyclizations - transition metals

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