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
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1995-10-01Author
Bourke, Sharon
Heaney, Frances
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Bourke, Sharon; Heaney, Frances (1995). 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. Tetrahedron Letters 36 (41), 7527-7530
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Abstract
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 tetrahydroisoxazolo[2,3-d][1,4]benzodiazepin-6(5H)-ones and tetrahydroisoxazolo[4,3-c]quinolin-4(5H) (4) and (6). The product distribution reflects the nature of the reacting olefin and the position and extent of substitution on the acrylate moiety.