Triphenylphosphine-catalyzed synthesis of stable, functionalized 2H-oxetes

被引：18
|
作者：
Asghari, S [1 ]
Habibi, AK [1 ]
机构：
[1] Mazandaran Univ, Dept Chem, Babol Sar, Iran
来源：
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2005年 / 180卷 / 11期
关键词：
alpha-haloketones; triphenylphosphine; acetylenic ester; 2H-oxetes;
D O I：
10.1080/104265090921182
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Triphenylphosphine underwent Michael addition to dialkyl acetylenedicarboxylate and subsequently to the carbonyl group of alpha-haloketones. Then, these compounds were cyclized to produce the unstable 1,3-diionicphosphorus compound, which spontaneously lost triphenyl phosphine, and was converted to the functionalized oxetes derivatives.
引用
收藏
页码：2451 / 2456
页数：6
相关论文
共 50 条
  • [1] TRIPHENYLPHOSPHINE-CATALYZED, NOVEL, ONE-POT, MULTICOMPONENT SYNTHESIS OF FUNCTIONALIZED β-ACETAMIDO CARBONYLS
    Singh, Shyam Babu
    Verma, Pankaj Kumar
    Tiwari, Kamleshwar
    Singh, Mandavi
    Ankit, Preyas
    Fatma, Shahin
    Singh, Jagdamba
    Tiwari, Kamla Prasad
    [J]. SYNTHETIC COMMUNICATIONS, 2014, 44 (12) : 1795 - 1802
  • [2] Stereoselective syntheses of functionalized spirocyclopenteneoxindoles via triphenylphosphine-catalyzed [3+2] cycloaddition reactions
    Zhou, Qing-Fa
    Chu, Xue-Ping
    Ge, Fei-Fei
    Li, Cheng
    Lu, Tao
    [J]. MOLECULAR DIVERSITY, 2013, 17 (03) : 563 - 571
  • [3] Triphenylphosphine-catalyzed simple synthesis of vinyl-substituted saccharins
    Yavari, I
    Bayat, M
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2002, 177 (11) : 2537 - 2545
  • [4] Stereoselective syntheses of functionalized spirocyclopenteneoxindoles via triphenylphosphine-catalyzed [3+2] cycloaddition reactions
    Qing-Fa Zhou
    Xue-Ping Chu
    Fei-Fei Ge
    Cheng Li
    Tao Lu
    [J]. Molecular Diversity, 2013, 17 : 563 - 571
  • [5] Triphenylphosphine-catalyzed nucleophilic α-addition to alkyl propiolates synthesis of α-substituted alkyl acrylates
    Yavari, I
    Norouzi-Arasi, H
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2002, 177 (01) : 87 - 92
  • [6] Synthesis of Halogenated α,β-Unsaturated γ-Butyrolactone Derivatives by Triphenylphosphine-Catalyzed Cyclization of α-Halogeno Ketones with Dialkyl Acetylenedicarboxylates (=Dialkyl But-2-ynedioates)
    Asghari, Sakineh
    Habibi, Ahmad Khabbazi
    [J]. HELVETICA CHIMICA ACTA, 2012, 95 (05) : 810 - 817
  • [7] Triphenylphosphine-Catalyzed [3+2] Cycloaddition of Allenoate and Active Olefins: Syntheses of Spirooxindole Derivatives
    Guo, Shanyan
    Wang, Rendong
    Li, Jian
    Li, Chunju
    Deng, Hongmei
    Jia, Xueshun
    [J]. SYNLETT, 2011, (15) : 2256 - 2258
  • [8] Triphenylphosphine-Catalyzed One-Pot Three Component Synthesis of Tetrahydrobenzo[b]Pyrans in Aqueous Medium
    Ghalem, Wassima
    Sedrati, Ramzy Hilal
    Benloucif, Nadjiba
    Berree, Fabienne
    Boumoud, Boudjemaa
    Debache, Abdelmadjid
    [J]. LETTERS IN ORGANIC CHEMISTRY, 2013, 10 (02) : 150 - 154
  • [9] Triphenylphosphine catalyzed formation of functionalized 2-aminothiophenes
    Virieux, David
    Guillouzic, Anne-Francoise
    Cristau, Henri-Jean
    [J]. HETEROATOM CHEMISTRY, 2007, 18 (03) : 312 - 315
  • [10] Triphenylphosphine-Catalyzed Stereoselective Synthesis of Alkyl 3-(2-Naphthylsulfanyl)-2-propenoate from Alkyl Acetylenecarboxylates and 2-Naphthalenethiol
    Ramazani, Ali
    Salmanpour, Sadegh
    Amini, Issa
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (03) : 699 - 704
12345