22606-94-6Relevant academic research and scientific papers
Synthesis of 2-alkyl- and 2-arylazetidines from β-chloroimines
De Kimpe,Stevens
, p. 89 - 91 (2007/10/02)
2-Alkyl- and 2-phenylazetidines are synthesized by treatment of N-(3-chloro-2,2-dimethylpropylidene)amines with alkyllithium and phenyllithium reagents, respectively. Addition of the organometallic reagent across the imino bond of the β-chloroimine is followed by intramolecular nucleophilic substitution yielding 2-substituted azetidines.
SYNTHESIS OF AZETIDINES FROM β-CHLORO IMINES
Sulmon, Paul,Kimpe, Norbert De,Schamp, Niceas,Tinant, Bernard,Declercq, Jean-Paul
, p. 3653 - 3670 (2007/10/02)
The reaction of β-chloro imines 4 with potassium cyanide in methanol or with lithium aluminium hydride in dry ether gave rise to 2-cyanoazetidines 5 and azetidines 21.The reaction proceeded by nucleophilic addition of cyanide or hydride across the carbon-
Reduction of N-Substituted Azetidin-2-ones to Azetidines
Jackson, Mervyn B.,Mander, Lewis N.,Spotswood, Thomas M.
, p. 779 - 788 (2007/10/02)
Reduction of N-substituted azetidin-2-ones to N-substituted azetidines was accomplished rapidly and in good yield with diborane in tetrahydrofuran and with alane in ether.The stereochemistry of the ring substituents was retained under the reaction conditi
