3647-74-3Relevant articles and documents
Synthesis of N-unsubstituted cyclic imides from anhydride with urea in deep eutectic solvent (DES) choline chloride/urea
Liu, Luxiao,Zhang, Hong-Yu,Yin, Guohui,Zhang, Yuecheng,Zhao, Jiquan
, p. 1351 - 1357 (2019/11/19)
N-Unsubstituted cyclic imides were readily synthesized in deep eutectic solvent (DES) choline chloride (ChCl)/urea from anhydrides with urea. Urea serves as both a DES component and a nitrogen source, which endows the protocol with advantages of smooth reaction, easy separation of products, simple recovery and recycling of ChCl/urea.
OLEFIN CYCLISATIONS OF HINDERED α-ACYLIMINIUM IONS
Wijnberg, B. P.,Speckamp, W. N.,Oostveen, A. R. C.
, p. 209 - 217 (2007/10/02)
Stereocontrolled NaBH4/H+-reduction of 3,4-cis-disubstituted N-alkenyl imides 1-5 leads to secondary hydroxylactams.Tertiary hydroxylactams are formed via addition of MeMgCl to imides 2 and 4.HCOOH-Cyclisation of the hydroxylactams affords polycyclic piperidines through stereoselective α-acyliminium ring closure.Concomitant synchronous and stepwise cyclisation pathways are operative in the anti-periplanar addition of tertiary α-acyliminium ions to Me substituted olefins 8c and 11c.
Photochemistry of Aliphatic Imides. Synthesis of Azetidine-2,4-diones via Photochemical Isomerization of Succinimides and N-Formyl-N-methyl α, β -Unsaturated Amides
Maruyama, Kazuhiro,Ishitoku, Takeshi,Kubo, Yasuo
, p. 27 - 34 (2007/10/02)
Photochemical reactions of alkyl-substituted succinimides and N-formyl-N-methyl α, β -unsaturated amides were studied.Photolysis of succinimide 1 gave azetidine-2,4-dione 2 together with a small amount of 3.The photoinduced ring-contraction reaction is explained in terms of a two-photon mechanism.Similarly, several other succinimide derivates photochemically gave the corresponding azetidine-2,4-diones.In addition, the photochemical cyclization of 3 to 2 was extended to the synthesis of azetidine-2,4-diones from N-formyl-N-methyl α, β -unsaturated amides.