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1 Polish Journal of Chemistry

1 1998

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Synthesis and reaction of organic compounds with a nitrogen atom. Part XII. Reaction of aplha- and beta-pyronene with bis (p-toluenesulfonyl)selenodiimide

Ścianowski J., Uzarewicz A.

Polish Journal of Chemistry

1998

Vol. 72, nr 1

93-98

Toluenesulfonamidation of alpha-pyronene (1,5,5,6-tetramethyl-1,3-cyclohexadiene) afforded two toluenesulfonamides: N,N'-(1',5',5',6'-tetramethyl-3'-cyclohexan-1',2'-diyl)ditoluenesulfonamide (9) and 4-methyl-N-(4',5',6',6'-tetramethyl-2',4'-cyclohexadien-1'-yl)benzensulfonamide (12). Toluenesulfonamidation of beta-pyronene (1,2,6,6-tetramethyl-1,3-cyclohexadiene) gave N,N'-(3',4',5',5'-tetramethyl-3'-cyclohexen-1',2'-diyl)ditoluenesulfonamide (16). Allylic mono- and ditoluenesulfonamides 9, 12, 16, were reduced by sodium in liquid ammonia to corresponding allylic mono- and diamines 17, 18 i 19.