Journal
JOURNAL OF SULFUR CHEMISTRY
Volume 35, Issue 4, Pages 362-372Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/17415993.2013.879871
Keywords
ketene dithioacetal; active methylene compounds; dialkyl acetylenedicarboxylate; 5-endo-trig cyclization; Michael addition
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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, H-1 NMR, (CNMR)-C-13, and mass spectra. The crystal structure of compound (C17H22O6S2) has been determined. [GRAPHICS] .
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