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HIGHLY EFFICIENT PHOSPHINE-CATALYZED ROUTES TO α-IMIDOACRYLATES AND 2,3-DIIMIDOPROPANOATES

Anton V. Il'in, Arthur F. Gubaev, Daut R. Islamov, Karim R. Islamov, Vladimir I. Galkin
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Abstract


The highly efficient α- and vicinal bis-addition of cyclic imides to methyl propiolate in high yields and β-addition of these imides to α-imidoacrylates in quantitative yields is reported. These reactions offer a simple metal-free method for a gram-scale preparation of practically useful α-imidoacrylates and vicinal bisimides under mild conditions with high atom economy and selectivity.

Keywords


bisimides; imides; phthalimide; succinimide; α-addition; bis-addition; phosphine organocatalysis; X-ray analysis.

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