Synthetic Communications p. 475 - 486 (2001)
Update date:2022-08-05
Topics: Work-up and purification Hetero-Diels-Alder Reaction Hantzsch Dihydropyridine Synthesis B?nnemann Cyclization Ring Opening of Epoxides with Thiol Multicomponent Reaction (MCR) General Procedure
Khodairy
El-Sayed
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 12a-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 10a-c and theinothiopyrans 11a-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.
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