Synthesis and properties of gem-(difluorocyclopropyl)amine derivatives of bicyclo[n.1.0]alkanes.
[reaction: see text] Generation of difluorocarbene(carbenoid) in the presence of enamines derived from cyclic ketones results in overall insertion of CF2 to produce bicyclic difluorocyclopropylamines. These adducts are very weakly basic, and their thermal stabilities vary markedly with their structures.
Nowak
Ireneusz
I
Department of Chemistry and Biochemistry, Brigham Young University, Provo, Utah 84602-5700, USA.
Cannon
John F
JF
Robins
Morris J
MJ
D000473:Alkanes / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D003521:Cyclopropanes / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
D000473:Alkanes; D019086:Bridged Bicyclo Compounds, Heterocyclic; D003521:Cyclopropanes; D006845:Hydrocarbons, Fluorinated; C121084:difluorocarbene; C067351:cyclopropylamine