88064-54-4Relevant articles and documents
Kinetics and Mechanism of Nucleophilic Displacements with Heterocycles as Leaving Groups. Part 10. Reactions of s-Alkyl Primary Amines with Pyryliums
Katritzky, Alan R.,Marquet, Jorge,Lloyd, Jeremy M.,Keay, James G.
, p. 1435 - 1442 (2007/10/02)
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.