78584-53-9Relevant academic research and scientific papers
La reaction d'ω-azidocetones avec la triphenylphosphine: une voie d'acces generale aux imines cycliques
Vaultier, M.,Lambert, P. H.,Carrie, R.
, p. 83 - 92 (2007/10/02)
The ω-azidoketones RC(=O)-CH(R')-(CH2)n-CH(R'')-N3 react with triphenylphosphine in anhydrous media to give 5, 6 and 7 membered cyclic imines via an intramolecular aza-Wittig reaction with good yields.A general synthesis of ω-haloketones which are the precursors of the azidoketones was also devised.
A New Efficient Access to Cyclic Imines
Lambert, Pierre H.,Vaultier, Michel,Carrie, Robert
, p. 1224 - 1225 (2007/10/02)
Cyclic imines can be conveniently prepared from ω-azidoketones by an intramolecular 'aza-Wittig' reaction.
Reinvestigation of the Stevens Rearrangement of 1-Benzyl-1,3,4-trimethyl-1,2,5,6-tetrahydropyridinium Salts II. Synthesis of 2-Aryl-3-isopropenyl-1,3-dimethylpyrrolidines
Bosh, Joan,Rubiralta, Mario
, p. 485 - 494 (2007/10/02)
cis-2-Aryl-3-isopropenyl-1,3-dimethylpyrrolidines IIa and IIb have been synthesized by an unambiguous way, thus confirming the structure of the methylene derivatives obtained as by-products in the Stevens rearrangement of 1-benzyl-1,3,4-trimethyl-1,2,5,6-tetrahydropyridinium salts Ia and Ib.The synthesis is based on the acid-induced intramolecular cyclization between an iminium salt and the α-position of a ketal group.Thus, condensation between amino ketal XXI, prepared via Gabriel synthesis from 5-chloro-3-methyl-2-pentanone, and the appropriate aldehyde afforded imines XXI.Their treatment with dry hydrogen chloride followed by acid hydrolysis and methylation gave 3-acetylpyrrolidines IV, which were transformed into the isopropenyl derivatives II by reaction with methyl-lithium and further dehydration.
