76017-70-4Relevant academic research and scientific papers
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.
Reactions of N-Substituted Pyridinium Cations with Carbanions: 5,6,8,9-Tetrahydro-7-phenylbisbenzoacridine, a Superior Leaving Group
Katritzky, Alan R.,Thind, Sukhpal S.
, p. 661 - 663 (2007/10/02)
N-Substituents are transferred from pyridinium cations to malonate, cyanoacetate , and acetoacetate carbanions: for alkyl substituents the pentacyclic derivatives (4) attain the required activity.
The Conversion of Primary Amines into Olefins: a Mild Alternative to the Hofmann Elimination
Katritzky, Alan R.,El-Mowafy, Azzahra M.
, p. 96 (2007/10/02)
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.
The Preparation of 2,4,6-Triphenylpyrylium Trifluoromethanesulphonate, Fluorosulphonate, Ethoxysulphonate, Naphthalene-2-sulphonate, Stannochloride, Trichloroacetate, and Trifluoroacetate and other Pyrylium Trifluoromethanesulphonates and their Reactions
Katritzky, Alan R.,El-Mowafy, Azzahra M.,Marzorati, Liliana,Patel, Ranjan C.,Thind, Sukhpal S.
, p. 4001 - 4030 (2007/10/02)
The title pyrylium salts are all readily prepared in high yield from 1,3,5-triphenylpent-2-ene-1,5-dione.Amines react with the trifluoromethanesulphonate, naphthalene-2-sulphonate, and trifluoroacetate to give the corresponding pyridinium salts in high yi
