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Synlett 1991; 1991(2): 93-94
DOI: 10.1055/s-1991-20638
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[4+2] Cycloaddition of 1-Thia-3-azadienes with Nitriles: An Efficient, One-Pot Synthesis of 3,4-Dihydro-1,3,5-2H-thiadiazine Derivatives from Trimethylsilyl Imines

José Barluenga* , Miguel Tomás, Alfredo Ballesteros, Luis A. López
  • *Departamento de Química Organometálica, Facultad de Química, Universidad de Oviedo, E-33071 Oviedo, Spain
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Publication Date:
07 March 2002 (online)

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4-(Phenyl/2-thienyl)-2-[N-(4-chlorophenyl/phenyl)-N-trimethylsilylamino]-1-thia-3-azabutadienes, formed on reaction of N-trimethylsilyl imines 1 with isothiocyanates, react with electron-deficient nitriles to give substituted 2-imino-3,4-dihydro-1,3,5-2H-thiadiazine derivatives 3 in excellent yield.