The different base-promoted regioselective reactions between dialkyl (2E,3E)-2-[(dimethylamino)methylene]-3-(1-methyl-2,5- dioxoimidazolidin-4-ylidene)succinates and 1,2-diaza-1,3-dienes are investigated. Under the appropriate reaction conditions it is possible to turn the synthesis towards 1,3-dioxo-2,3,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazoles or 1,3-dioxo-1,2,3,5-tetrahydroimidazo[1,5- a]pyridines. Both these transformations proceed via a double-Michael-addition. © 2013 Bentham Science Publishers.
Attanasi, O.A., Bianchi, L., Bezensek, J., Favi, G., Giorgi, G., Mantellini, F., et al. (2013). Divergent Behavior of the Reactions Between 1,2-Diaza-1,3-dienes and 2,5- Dioxoimidazolidin-4-ylidene-succinates. CURRENT ORGANIC SYNTHESIS, 10(3), 472-480 [10.2174/1570179411310030009].
Divergent Behavior of the Reactions Between 1,2-Diaza-1,3-dienes and 2,5- Dioxoimidazolidin-4-ylidene-succinates
Giorgi, Gianluca;
2013-01-01
Abstract
The different base-promoted regioselective reactions between dialkyl (2E,3E)-2-[(dimethylamino)methylene]-3-(1-methyl-2,5- dioxoimidazolidin-4-ylidene)succinates and 1,2-diaza-1,3-dienes are investigated. Under the appropriate reaction conditions it is possible to turn the synthesis towards 1,3-dioxo-2,3,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazoles or 1,3-dioxo-1,2,3,5-tetrahydroimidazo[1,5- a]pyridines. Both these transformations proceed via a double-Michael-addition. © 2013 Bentham Science Publishers.
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https://hdl.handle.net/11365/24032
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