Studies of Benzoylsulfene. V. The Reaction of Benzoylsulfene with Enamines

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<jats:title>Abstract</jats:title> <jats:p>The reaction of benzoylmethanesulfonyl chloride with enamines derived from cyclohexanone in the presence of triethylamine has been studied. The chloride reacted with 1-(1-morpholino)- and 1-(1-piperidino)cyclohexene in the presence of triethylamine, affording the corresponding acyclic sulfones. On the other hand, the reaction of the chloride with 1-(1-pyrrolidinyl)cyclohexene gave 2-benzoylmethanesuIfonylcyclohexanone and 2,3-dibenzoyl-2,3,4,5,6,7-hexahydrothianaphthene 1,1-dioxide. The latter compound, whose structure corresponded to the compound derived from the 2:1 adduct of benzoylsulfene and the enamine with the elimination of sulfur dioxide and pyrrolidine, reacted with hydrazine hydrate to give 1,4-diphenyl-5a,6,7,8,9,9a-hexahydrothianaphtheno[2,3-d]-pyridazine, which was then transformed into 3,4,6-triphenylpyridazine.</jats:p>

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