Efficient synthesis of 2,3,4-trisubstituted furans from the reaction of activated acetylenes with ethyl bromopyruvate in the presence of enaminones

被引：0
|
作者：
Issa Yavari
Zinatossadat Hossaini
Maryam Sabbaghan
机构：
[1] Tarbiat Modares University,Chemistry Department
来源：
Monatshefte für Chemie - Chemical Monthly | 2008年 / 139卷
关键词：
Ethyl bromopyruvate; Activated acetylenes; Trisubstituted furans; Enaminone.;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
The reaction of dialkyl acetylenedicarboxylates or diaroylacetylenes with ethyl bromopyruvate in the presence of enaminones led to 2-ethyl 3,4-dialkyl 4-bromo-4,5-dihydro-2,3,4-furantricarboxylates or ethyl 3,4-diaroyl-4-bromo-4,5-dihydro-2-furancarboxylate in excellent yields. These compounds are quantitatively converted to the corresponding 2,3,4-trisubstituted furans by 4-dimethylaminopyridine.
引用
收藏
页码：945 / 948
页数：3
相关论文
共 50 条
  • [1] Efficient synthesis of 2,3,4-trisubstituted furans from the reaction of activated acetylenes with ethyl bromopyruvate in the presence of enaminones
    Yavari, Issa
    Hossaini, Zinatossadat
    Sabbaghan, Maryam
    MONATSHEFTE FUR CHEMIE, 2008, 139 (08): : 945 - 948
  • [2] A Novel Method for Synthesis of 2,3,4-Trisubstituted Furans
    Lu Bin XU
    ChineseChemicalLetters, 2006, (11) : 1421 - 1422
  • [3] A regioselective route to 2,3,4-trisubstituted furans
    Efremov, I
    Paquette, LA
    HETEROCYCLES, 2002, 56 (1-2) : 35 - 38
  • [4] Synthesis of functionalized 5-imino-2,5-dihydro-furans through the reaction of isocyanides with activated acetylenes in the presence of ethyl bromopyruvate
    Yavari, Issa
    Hossaini, Zinatossadat
    Sabbaghan, Maryam
    MOLECULAR DIVERSITY, 2006, 10 (03) : 479 - 482
  • [5] Synthesis of functionalized 5-imino-2,5-dihydro-furans through the reaction of isocyanides with activated acetylenes in the presence of ethyl bromopyruvate
    Issa Yavari
    Zinatossadat Hossaini
    Maryam Sabbaghan
    Molecular Diversity, 2006, 10 : 479 - 482
  • [6] Stereoselective synthesis of 2,3,4-trisubstituted tetrahydrothiophenes
    Besada, Pedro
    Perez, Manuel
    Gomez, Generosa
    Fall, Yagamare
    TETRAHEDRON LETTERS, 2009, 50 (50) : 6941 - 6943
  • [7] Stereoselective synthesis of 2,3,4-trisubstituted tetrahydrofurans
    Angle, SR
    Bernier, DS
    Chann, K
    Jones, DE
    Kim, MS
    Neitzel, ML
    White, SL
    TETRAHEDRON LETTERS, 1998, 39 (45) : 8195 - 8198
  • [8] Asymmetric Synthesis of 2,3,4-Trisubstituted Piperidines
    Kriis, Kadri
    Melnik, Triin
    Lips, Kristiina
    Juhanson, Ilona
    Kaabel, Sandra
    Jarving, Ivar
    Kanger, Tonis
    SYNTHESIS-STUTTGART, 2017, 49 (03): : 604 - 614
  • [9] A synthesis of pyrrolo[2,1-a]isoquinolines through the reaction of activated acetylenes and isoquinoline in the presence of ethyl bromopyruvate
    Yavari, Issa
    Hossaini, Zinatossadat
    Sabbaghan, Maryam
    TETRAHEDRON LETTERS, 2006, 47 (34) : 6037 - 6040
  • [10] A modular approach to the synthesis of 2,3,4-trisubstituted tetrahydrofurans
    Nasveschuk, Christopher G.
    Jui, Nathan T.
    Rovis, Tomislav
    CHEMICAL COMMUNICATIONS, 2006, (29) : 3119 - 3121
12345