Browsing by Author "Bourke, Sharon"
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Nitrogen containing heterocycles from aldoximes; a one-pot route to isoxazolobenzodiazepinones, n-substituted and n-unsubstituted isoxazoloquinolinones
Heaney, Frances; Bourke, Sharon (Royal Society of Chemistry (RSC), 1998-01-01)The aldoximes 1 in the presence of electron poor olefins react to form either the 5,6,7-tricyclic isoxazolobenzodiazepinone 3 or the 5,6,6-tricyclic isoxazoloquinolinone 5 ring skeleton, In each case the ring system formed ... -
Preparation of imidazo[1,2-c]pyrimidinones from a chloropyrimidine and an electron poor ω-allylic amine
Heaney, Frances; Bourke, Sharon; Burke, Cathriona; Cunningham, Desmond; McArdle, Patrick (Royal Society of Chemistry (RSC), 1998-01-01)Synthesis of the title ring system by a sequential intermolecular nucleophilic displacement and intramolecular 'conjugate' addition has been achieved both as a one pot and as a stepwise procedure; an X-ray structure ... -
Site selectivity in the addition of ketoximes to activated allenes and alkynes; n- versus o-alkylation
Heaney, Frances; Kelly, Bronwyn M.; Bourke, Sharon; Rooney, Oliver; Cunningham, Desmond; McArdle, Patrick (Royal Society of Chemistry (RSC), 1999-01-01)Reaction of ketoximes with methyl propiolate afforded geometrical isomers of the methyl 3-(hydroxyimino)propanoates 4 and of the O-vinyl oximes 5 as well as the 2-isoxazoline 6. With dimethyl penta-2,3-diendioate 8c reaction ... -
Steric control of reactivity: formation of oximes, benzodiazepinone n-oxides and isoxazoloquinolinones
Heaney, Frances; Bourke, Sharon; Cunningham, Desmond; McArdle, Patrick (Royal Society of Chemistry (RSC), 1998-01-01)Reaction of the alkenyl carbonyl compounds 1 with hydroxylamine can lead to the formation of the oximes 2, the benzodiazepinone N-oxides 3 or the isoxazoloquinolinones 5. The product(s) of reaction are shown to depend on ... -
The synthesis of 1,2,7,11b-tetrahydroisoxazolo[2,3-d][1,4]benzodiazepin-6(5h)-ones and 1,3,3a,9b-tetrahydroisoxazolo[4,3-c]quinolin-4(5h)-ones
Bourke, Sharon; Heaney, Frances (Elsevier BV, 1995-10-01)The reaction of various ethyl 3-[[2-(1-hydroxyiminoalkyl)phenyl]carbamoyl]acrylates (2) with electron deficient olefins proceeds via a sequential dipole formation, dipolar cycloaddition sequence to furnish the tetrahydro ...