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

Authors

  • Anton V. Il'in A. M. Butlerov Institute of Chemistry, Kazan Federal University, 18 Kremlevskaya St., Kazan 420008, Russia
  • Arthur F. Gubaev A. M. Butlerov Institute of Chemistry, Kazan Federal University, 18 Kremlevskaya St., Kazan 420008, Russia
  • Daut R. Islamov A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, 8 Akademika Arbuzova St., Kazan 420088, Russia
  • Karim R. Islamov Kazan State Medical University, 49 Butlerova St., Kazan 420012, Russia
  • Vladimir I. Galkin A. M. Butlerov Institute of Chemistry, Kazan Federal University, 18 Kremlevskaya St., Kazan 420008, Russia

DOI:

https://doi.org/10.1007/5944

Keywords:

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

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.

Author Biography

Anton V. Il'in, A. M. Butlerov Institute of Chemistry, Kazan Federal University, 18 Kremlevskaya St., Kazan 420008, Russia

Alexander Butlerov Institute of Chemistry, PhD, docent

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Published

2021-02-23

Issue

Vol. 57 No. 2 (2021)

Section

Original Papers