Convenient synthesis of 3-aminomethylenedihydrofuran-2-ones

被引:16
作者
Zanatta, N [1 ]
Barichello, R [1 ]
Pauletto, MM [1 ]
Bonacorso, HG [1 ]
Martins, MAP [1 ]
机构
[1] Univ Fed Santa Maria, NUQIMHE, Dept Quim, BR-97105900 Santa Maria, RS, Brazil
关键词
3-aminomethylenedihydrofuran-2-ones; 3-trichloroacetyl-4,5-dihydrofuran; amines;
D O I
10.1016/S0040-4039(02)02744-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and convenient synthesis of a series of 3-aminomethylenedihydrofuran-2-ones from the reaction of 3-trichloroacetyl-4,5-dihydrofuran with amines, is presented. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:961 / 964
页数:4
相关论文
共 22 条
[1]   Synthesis of optically active α-methylene γ-lactones through lipase-catalyzed kinetic resolution [J].
Adam, W ;
Groer, P ;
Saha-Möller, CR .
TETRAHEDRON-ASYMMETRY, 2000, 11 (10) :2239-2243
[2]   Synthesis of trifluoromethylpyrroles and related heterocycles from 4-ethyloxy-1,1,1-trifluorobut-3-ene-2-one [J].
Andrew, RJ ;
Mellor, JM .
TETRAHEDRON, 2000, 56 (37) :7267-7272
[3]   Potential antineoplastics. Synthesis and cytotoxicity of certain 4-chloro-3-(2-chloroethyl)-2-methylquinolines and related derivatives [J].
Badawey, ESAM ;
Kappe, T .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1997, 32 (10) :815-822
[4]   Direct indium-promoted preparation of α-methylene-γ-lactones from 2-(bromomethyl) acrylic acid and carbonyl compounds [J].
Choudhury, PK ;
Foubelo, F ;
Yus, M .
TETRAHEDRON, 1999, 55 (35) :10779-10788
[5]  
COLLA A, 1991, SYNTHESIS-STUTTGART, P483
[6]   Synthesis of hydroxypyrazoles and 1-methyl-3-isoxazolones via haloform reactions [J].
Flores, AFC ;
Zanatta, N ;
Rosa, A ;
Brondani, S ;
Martins, MAP .
TETRAHEDRON LETTERS, 2002, 43 (28) :5005-5008
[7]   Strategic use of retro Diels-Alder reaction in the construction of beta-carboxy-alpha-methylene-gamma-lactones. Total synthesis of methylenolactocin and protolichesterinic acid [J].
Ghatak, A ;
Sarkar, S ;
Ghosh, S .
TETRAHEDRON, 1997, 53 (51) :17335-17342
[8]   DEUTERIUM-ISOTOPE EFFECTS ON C-13 CHEMICAL-SHIFTS OF INTRAMOLECULARLY HYDROGEN-BONDED OLEFINS [J].
HANSEN, PE ;
BOLVIG, S ;
DUUS, F ;
PETROVA, MV ;
KAWECKI, R ;
KRAJEWSKI, R ;
KOZERSKI, L .
MAGNETIC RESONANCE IN CHEMISTRY, 1995, 33 (08) :621-631
[9]   The Pd catalyzed reactions of α-bromo acrylic acids with 1-3-dienes to form γ-lactones [J].
Iyer, S ;
Ramesh, C .
TETRAHEDRON LETTERS, 1999, 40 (25) :4719-4720
[10]   ACYL-LACTON-UMLAGERUNG .38. SYNTHESE UND UMLAGERUNG VON ALPHA-AMINOMETHYLEN-LACTONEN [J].
KORTE, F ;
DURBECK, H ;
WEISGERB.G .
CHEMISCHE BERICHTE-RECUEIL, 1967, 100 (04) :1305-&