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Synthesis and studies on gem-fluorinated 2-azabicyclo[n.1.0]alkanes

J. Fluorine Chem. 2015, 175 73-83

DOI: 10.1016/j.jfluchem.2015.03.008

Kubyshkin V.; Kheylik Y.; Mykhailiuk P. K.

Three novel amines all possessing gem-difluorocyclopropane, secondary amino group and a fused aliphatic cycle were synthesized by difluorocyclopropanation of N-Boc protected enamides. The compounds were stable when amino group was blocked by protonation or acylation, but otherwise underwent fragmentation already at the room temperature. Chemical structure, physico-chemical properties and fragmentation mechanisms of the fluorinated amines are studied in details.

Synthesis and studies on gem-fluorinated 2-azabicyclo[n.1.0]alkanes

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