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cis-Platin analogs have been found valuable for clinical cancer
chemotherapy. The author tried to synthesize two types of
carrier ligand part of cis-platin analogs, namely,
2-aminotropone oximes and 2-aminotropone imines. They posses
two nitrogen atoms cis-oriented planar structures. Tropolone
tosylate was easily converted into 2-aminotropones. Reaction
between 2-aminotropones and hydroxylamine hydrochloride in the
presence of various bases,including KOH,NaOMe,NaOAc and
pyridine did not proceed. The 2-aminotropones were converted
into 2-methoxytropone imines by use of dimethylsulfate first,
They were then treated with freshly prepared free
hydroxylamine, to afford the corresponding 2-aminotropone
oximes. Similarily, 2-aminotropone iminnes were easily obtained
from and various amines. It was also found that using methyl
fluorosulfonate as a powerful methylating reagent,
2-aminotropones were coverted to the tropylium salts v. Then
the salt was treated with freshly prepared free hydroxylamine
to give the corrsponding oximes in 78% yield. By the same
method, 2-aminotropone imines can be obtained from v and
various amines.
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