SYNTHETIC STUDIES ON THE SYNTHESIS OF PYRIDINE, α-PYRAN, α-THIOPYRAN, AND THIENOTHIOPYRANOPYRROL DERIVATIVES USING PTC TECHNIQUE

Abstract

The reaction of p-chlorophenylmethylenemalononitrile 1 with some reactive halo compounds under phase-transfer catalysis conditions (PTC) afforded the corresponding alkylated or cyclized products 2–9 Thienothiopyranopyrrol 12 _a–c were synthesized from the reaction of compound 1 or 4 with CS₂ and ethyl chloroacetate in 1:1:2 molar ratio via the formation of the intermediates thiopyrans 10 _a–c and theinothiopyrans 11 _a–c . Also, compound 1 or 4 reacted with phenylisocyanate or phenylisothiocyanate to give α-pyran, α-thiopyran pyridinone, and pyridine-2-thione derivatives 13–16, respectively. The sequence of the reactions was studied.

Acknowledgments