- N-heterocyclic carbene catalyzed ring expansion of 4-formyl-β-lactams: Synthesis of succinimide derivatives
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N-Heterocyclic carbene (NHC) has been employed as an efficient catalyst for ring expansion of 4-formyl-β-lactams, allowing the facile synthesis of succinimide derivatives. This organocatalytic process features readily availability of the catalyst, low cat
- Li, Gong-Qiang,Li, Yi,Dai, Li-Xin,You, Shu-Li
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- Synthesis of aryliminoacetonitriles under FVT conditions or by dehydrogenation of arylaminoacetonitriles: an NMR and UV-photoelectron spectroscopy study
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The synthesis of [(E)-arylimino]-acetonitriles 3 has been described. It was found that the title compounds can be obtained on the three ways, namely by: (i) dehydrogenation of arylaminoacetonitriles 1, (ii) thermal fragmentation of 1-aryl-4-cyano-β-lactams 4 and (iii) retro-ene reaction of (allyl-p-methoxyphenyl-amino)-acetonitrile (7a) under FVT conditions. 1H and 13C NMR spectra of compounds 3, 5 and 6, and all their precursors 1 and 4, were recorded and analysed in detail using chemical shifts δH and δC [from GIAO DFT B3LYP/6-31(d) calculations] and J-couplings predicted at the DFT B3LYP/IGLO-II level. Also, UV-photoelectron spectra of 4a,d and 3a,d were measured and analysed considering the theoretical evaluation of their ionisation potentials.
- Le?niak, Stanis?aw,Chrostowska, Anna,Kuc, Dawid,Maciejczyk, Ma?gorzata,Khayar, Sa?d,Nazarski, Ryszard B.,Urbaniak, ?ukasz
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supporting information; experimental part
p. 10581 - 10589
(2010/02/28)
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- A novel, general, totally stereoselective one-pot synthesis of cis-3-substituted 4-formylazetidin-2-ones
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A general, totally stereoselective one-pot synthesis of cis-3-substituted-4-formylazetidin-2-ones based upon the reaction of acid chlorides and 1,4-bis-(4-methoxyphenyl)-1,4-diazabuta-1,3-diene, as synthetic equivalent of the corresponding unknown α-formy
- Alcaide,Martin-Cantalejo,Plumet,Rodriguez-Lopez,Sierra
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p. 803 - 806
(2007/10/02)
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