Heterocyclic ketene aminals reacted with aryl isothiocyanates to give products of addition to the /?-carbon. By oxidative cyclization o f these addition products by the action of bromine, isothiazole-fused heterocycles or benzothiazole-substituted heterocyclic ketene aminals were formed according to the influence of the different substituents.
A n E c o n o m i c a l A p p r o a c h t o t h e S y n t h e s i s o f U n s a t u r a t e d T h i a c r o w n E t h e r sAbstract: The inexpensive starting material, 1,1-dichloroethylene, was used as a substitute for 1,2-dichloroethylene to synthesize unsaturated thiacrown ethers through the reaction of 1,1-dichloroethylene with sodium sulfide in the presence of a 15-crown-5 catalyst. Besides the compounds containing cis-carbon-carbon double bonds, two unsaturated thiacrown ethers each containing one transcarbon-carbon double bond were also isolated.
An efficient method has been developed for the synthesis of a novel kind of polyfunctionalized 1,4-dihydropyridine-fused 1,3-diazaheterocycles via the reactions of heterocyclic ketene aminals (HKAs) with 2-[3-oxoisobenzofuran-1(3H)-ylidene]malononitrile.
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