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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 4
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Original Articles

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

Pages 475-486 | Published online: 16 Aug 2006
 

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 29 Thienothiopyranopyrrol 12 ac 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 ac and theinothiopyrans 11 ac . Also, compound 1 or 4 reacted with phenylisocyanate or phenylisothiocyanate to give α-pyran, α-thiopyran pyridinone, and pyridine-2-thione derivatives 1316, respectively. The sequence of the reactions was studied.

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