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Several silyltriflate aryne and hetaryne precursors are available from
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We also prepared the nonaflate derivative of 36; however, attempted
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pyrimidyne generation from this substrate also led to the formation of the
corresponding alcohol.
30
For the thia-Fries rearrangement in attempts to generate arynes, see:
(a) Hall, C.; Henderson, J. L.; Ernouf, G.; Greaney, M. F. Chem.
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31 Because 39 was deemed an unsuitable precursor to the 4,5-pyrimidyne,
the synthetic route to 39 was not further optimized.
32
At present, it is unclear why the silyltriflate approach to the 4,5-
pyrimidyne is unsuccessful.