82135-20-4Relevant academic research and scientific papers
The Conversion of Primary Amines into Olefins: a Mild Alternative to the Hofmann Elimination
Katritzky, Alan R.,El-Mowafy, Azzahra M.
, p. 96 (1981)
Use of the pentacyclic pyrylium salt (1) allows a two-step conversion of the amine RR'CHCH2NH2 into RR'C=CH2 in high yield under mild conditions.
Pyrylium-Mediated Conversion of Primary Alkyl Primary Amines into Olefins via Tetrahydrobenzoacridiniums: A Mild Alternative to the Hofmann Elimination
Katritzky, Alan R.,El-Mowafy, Azzahra M.
, p. 3506 - 3511 (2007/10/02)
Primary alkyl primary amines react with the pentacyclic pyrylium 2 to give the corresponding pyridiniums which thermolyze at 150-180 deg C into the olefins in high yield.The terminal olefins are accompanied by cis- and trans-2-olefinic isomers: proportions are elucidated by GLC and advantageously by 13C NMR spectroscopy, combining gated decoupling and (acac)3CrIII.
