Dimsyl anion mediated tandem fragmentation cyclization reactions of alkenoyl ketenedithioacetals: A facile synthesis of substituted 2,3-dihydro-4H-thiopyran-4-ones

Citation
R. Samuel et al., Dimsyl anion mediated tandem fragmentation cyclization reactions of alkenoyl ketenedithioacetals: A facile synthesis of substituted 2,3-dihydro-4H-thiopyran-4-ones, SYNLETT, (12), 2000, pp. 1804-1806
Citations number
50
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
12
Year of publication
2000
Pages
1804 - 1806
Database
ISI
SICI code
0936-5214(200012):12<1804:DAMTFC>2.0.ZU;2-G
Abstract
Dimsyl sodium induced anionic ring cleavage of 1-(1,3-dithiolane-2-ylidene) -4-aryl-3-butene-2-ones followed by intramolecular cyclisation of the inter mediate thiolate anion gave 2-aryl, 6(vinylsulfanyl)-2,3-dihydro-4H-thiopyr an-4-ones in good yields.