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Novel synthesis of cis-nickel(II) 3-alkylimino-3-alkyl(or aryl)thio-1-arylpropenethiolates and their application to the preparation of 5-aryl-3-(arylthio)isothiazoles



Novel synthesis of cis-nickel(II) 3-alkylimino-3-alkyl(or aryl)thio-1-arylpropenethiolates and their application to the preparation of 5-aryl-3-(arylthio)isothiazoles



Journal of Organic Chemistry 67(15): 5375-5377



Treatment of (E)-3-alkylamino-3-alkylthio-1-(thioaroyl)propenes 2 with Ni(OAc)2cntdot4H2O in EtOH at room temperature gave cis-Ni(II)-3-alkylimino-3-alkylthio-1-aryl-propenethiolates 3 in excellent yields. Heating a mixture of 3 and alkyl- or arylthiols in 1,2-dichloroethane gave new ketene S,N-acetals 4 having new alkyl- or arylthio groups depending on the thiols employed.

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Accession: 011073596

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PMID: 12126431

DOI: 10.1002/chin.200302104



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