Regioselective synthesis of polysubstituted 4H-thiopyrans from β-oxodithioesters

Regioselective synthesis of polysubstituted 4H-thiopyrans from β-oxodithioesters

A simple and efficient method for the synthesis of polyfunctionalized 4H-thiopyrans by highly regioselective cyclocondensation of β-oxodithioesters with 1,1,3-trialkyl or aryl substituted prop-2-yn-1-ols using BF3·Et2O as the catalyst is described.

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Veröffentlicht in:Tetrahedron letters 2014-07, Vol.55 (31), p.4382-4385
Hauptverfasser: Madabhushi, Sridhar, Kurva, Srinivas, Vangipuram, Venkata Sairam, Sriramoju, Vinodkumar, Mallu, Kishore Kumar Reddy, Nanubolu, Jagadeesh Babu
Format: Artikel
Sprache:eng
Schlagworte:
1,1,3-Trisubstituted prop-2-yn-1-ol
4H-Thiopyrans
Acid catalysis
Aromatic compounds
BF3·Et2O
Catalysts
Cyclocondensation
Synthesis (chemistry)
Tetrahedrons
β-Oxodithioester
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Beschreibung
Zusammenfassung:A simple and efficient method for the synthesis of polyfunctionalized 4H-thiopyrans by highly regioselective cyclocondensation of β-oxodithioesters with 1,1,3-trialkyl or aryl substituted prop-2-yn-1-ols using BF3·Et2O as the catalyst is described.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.06.013