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1.
Chem Commun (Camb) ; 50(9): 1077-9, 2014 Feb 04.
Article in English | MEDLINE | ID: mdl-24310244

ABSTRACT

Boron trihalide-promoted ring-opening reactions of gem-difluorocyclopropyl ketones to give the corresponding ß-trifluoromethyl ketones and ß-halodifluoromethyl ketones were described. It was found that boron trihalides act as both Lewis acids and nucleophiles and the proximal bond prefers to cleave in this transformation.


Subject(s)
Boron/chemistry , Halogens/chemistry , Ketones/chemistry , Catalysis , Stereoisomerism
2.
Chem Commun (Camb) ; 49(84): 9833-5, 2013 Oct 28.
Article in English | MEDLINE | ID: mdl-24030730

ABSTRACT

The CF3SO3H-promoted ring opening of gem-difluorocyclopropyl ketones prefers to undergo proximal bond cleavage and the subsequent cyclization with nitriles occurred smoothly to give 2-fluoropyrroles.


Subject(s)
Hydrocarbons, Fluorinated/chemistry , Ketones/chemistry , Nitriles/chemistry , Pyrroles/chemical synthesis , Crystallography, X-Ray , Models, Molecular , Molecular Structure , Pyrroles/chemistry
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