97879-03-3

Basic information

• Product Name: (E)-3-benzylidene-1-methyl-4-phenyl-2-azetidinone
• Synonyms: (E)-3-benzylidene-1-methyl-4-phenyl-2-azetidinone
• CAS NO: 97879-03-3
• Molecular Weight: 249.312
• Mol File: 97879-03-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (E)-3-benzylidene-1-methyl-4-phenyl-2-azetidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-benzylidene-1-methyl-4-phenyl-2-azetidinone(97879-03-3)
• EPA Substance Registry System: (E)-3-benzylidene-1-methyl-4-phenyl-2-azetidinone(97879-03-3)

Safety Data

• Hazardous Substances Data: 97879-03-3(Hazardous Substances Data)

Upstream product

• 97879-05-5 {3(E)-benzylidene-1-methyl-4-phenylazetidinylidene}-pentacarbonylchromium⁽⁰⁾ 
• 536-80-1 iodosylbenzene 
• 694-59-7 pyridine N-oxide 
• 823179-47-1 N-benzyl-N-methyl-3-phenylpropiolamide 
• 622-29-7 N-Benzylidenemethylamine 
• 109492-24-2 {2-(3(E)-benzylidene-1-methyl-4-phenylazetidinylidene)}carbonyl(η5-cyclopentadienyl)(triphenylphosphine)iron(II) tetrafluoroborate 

Relevant articles and documents

Potassium tert-Butoxide-Catalyzed Synthesis of α-Methylene-β-Lactams from Propiolamides

We reported herein the regio- and stereoselective synthesis of α-methylene-β-lactams via a 4-exo-dig-cyclization of N-benzyl-N-methyl-propiolamides catalyzed by a base. The experimental evidence suggests that this transformation proceeds via a concerted ionic cyclization with a carbon nucleophilic addition to the carbon-carbon triple bond, followed by protonation of the vinyl species promoted by tert-butanol. The obtained α-methylene-β-lactams were suitable substrates for the Heck coupling conditions affording the corresponding products via carbon-carbon bond formation.

CYCLOADDITION REACTIONS OF CATIONIC IRON VINYLLIDENE COMPLEXES

Complexes (Ph3P)(Cp)(OC)Fe+=C=CR12BF4- underwent cycloaddition reactions with the imines MeN=CHR2 to give the corresponding cationic iron (II) 2-azetinylidene adducts.