Type: Article
Regioselective synthesis of novel ketene dithioacetals
Journal: Journal of Sulfur Chemistry (17415993)Year: 4 July 2014Volume: 35Issue: Pages: 362 - 372
DOI:10.1080/17415993.2013.879871Language: English
Abstract
A series of novel ketene dithioacetals has been synthesized by condensation of active methylene compounds with carbon disulfide in the presence of dialkyl acetylenedicarboxylates. This regioselective reaction provides products in good yield by a Michael addition reaction followed by 5-endo-trig intramolecular cyclization. Structures of synthesized compounds have been characterized by elemental analysis, FT-IR, 1H NMR, 13C NMR, and mass spectra. The crystal structure of compound (C 17H 22O 6S 2) has been determined. © 2014 Taylor & Francis.
Author Keywords
5-endo-trig cyclizationactive methylene compoundsdialkyl acetylenedicarboxylateketene dithioacetalMichael addition
Other Keywords
Addition reactionsCrystal structureCyclizationMass spectrometryRegioselectivity5-endo-trig cyclizationActive methylene compoundsCyclizationsDialkyl acetylenedicarboxylatesDithioacetalsKetene dithioacetalMichael additionsRegioselective reactionsRegioselective synthesisSynthesisedCarbon disulfide