
Journal of the Chemical Society. Perkin transactions II p. 1435 - 1442 (1983)
Update date:2022-09-26
Topics:
Katritzky, Alan R.
Marquet, Jorge
Lloyd, Jeremy M.
Keay, James G.
2,4,6-Triphenylpyrylium with s-alkylamines gives isolatable pyridiniums (which undergo SN2 substitution with nucleophiles and elimination to olefins). 2,4,6-triphenylpyrilium with 1-phenylethylamine and α-phenylbenzylamine forms the corresponding carbonium ions which may be trapped by nucleophiles.Isolated 1-cycloalkylbenzoquinoliniums (2) solvolyse by the SN1 mechanism (for five-, six- and seven-membered rings): for the cyclobutyl case an Sn2 reaction is also found.
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