Efficient synthesis of new butenolides by subsequent reactions: application for the synthesis of original iminolactones, bis-iminolactones and bis-lactones

被引:32
作者
Cheikh, Nawel [1 ,2 ,3 ,4 ]
Bar, Nathalie [1 ,2 ]
Choukchou-Braham, Nourredine [3 ]
Mostefa-Kara, Bachir [3 ]
Lohier, Jean-Francois [1 ,2 ]
Sopkova, Jana [5 ]
Villemin, Didier [1 ,2 ]
机构
[1] ENSICAEN, Lab Chim Mol & Thioorgan, CNRS, UMR 6507,INC3M,FR 3038, F-14050 Caen, France
[2] Univ Caen Basse Normandie, F-14050 Caen, France
[3] Univ Abou Bakr Belkaid, Fac Sci, Lab Catalyse & Synth Chim Organ, Tilimsen 13000, Algeria
[4] Univ Bechar, Fac Sci & Technol, Bechar 08000, Algeria
[5] Univ Caen, CERMN, F-14032 Caen, France
关键词
N-Substituted cyanoacetamide; Iminolactone; Butenolide; Diamine; Bis-iminolactone; Bis-lactone; ANNONACEOUS ACETOGENINS; STEREOSELECTIVE-SYNTHESIS; SUBSTITUTED BUTENOLIDES; PART I; MICROWAVE; METHODOLOGY; INHIBITOR; CHEMISTRY; MECHANISM; EXCHANGE;
D O I
10.1016/j.tet.2010.12.062
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed the synthesis of twenty four new iminolactones, bis-iminolactones and bis-lactones by subsequent esterification-condensation or addition-condensation reactions according to two strategies from alpha-hydroxyketones. The X-ray diffraction data of a bis-iminolactone is described and present an interesting helical column packing. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1540 / 1551
页数:12
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