Chemoselective Reactions of Secondary Phosphine Chalcogenides with Vinyloxyalkylamines: Synthesis of a Novel Family of Functional Phosphinochalcogenoic Amides

被引:5
作者
Gusarova, Nina K. [1 ]
Volkov, Pavel A. [1 ]
Ivanova, Nina I. [1 ]
Oparina, Ludmila A. [1 ]
Kolyvanov, Nikita A. [1 ]
Vysotskaya, Oksana V. [1 ]
Larina, Ludmila I. [1 ]
Trofimov, Boris A. [1 ]
机构
[1] Russian Acad Sci, AE Favorsky Irkutsk Inst Chem, Siberian Branch, Irkutsk 664033, Russia
来源
SYNTHESIS-STUTTGART | 2012年 / 44卷 / 17期
关键词
amines; amides; chalcogenides; chemoselective; cross-coupling; ATOM-ECONOMIC SYNTHESIS; AMIDATO COMPLEXES; CRYSTAL-STRUCTURES; RADICAL-ADDITION; DERIVATIVES; PHOSPHORUS; INHIBITORS; SULFIDES; CADMIUM; LIGANDS;
D O I
10.1055/s-0032-1316750
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of secondary phosphine chalcogenides with vinyloxyalkylamines proceed chemoselectively in triethylamine-carbon tetrachloride under mild conditions to give the corresponding phosphinochalcogenoic amides bearing vinyloxy moieties in 78-95% yields.
引用
收藏
页码:2786 / 2792
页数:7
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  • [1] [Anonymous], 2007, Russ. Chem. Rev
  • [2] Nucleophilic and free-radical additions of phosphines and phosphine chalcogenides to alkenes and alkynes
    Arbuzova, Svetlana N.
    Gusarova, Nina K.
    Trofimov, Boris A.
    [J]. ARKIVOC, 2006, : 12 - 36
  • [3] Barwich J., 1996, POLYM MAT ENCY, V1, P8572
  • [4] SYNTHESIS OF PHOSPHINOCHALCOGENOIC AMIDATO COMPLEXES OF ZINC AND CADMIUM - THE CRYSTAL AND MOLECULAR-STRUCTURE OF [ZN(BU(2)(T)P(SE)NPRI)(2)]
    BOCHMANN, M
    BWEMBYA, GC
    HURSTHOUSE, MB
    COLES, SJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1995, (17): : 2813 - 2817
  • [5] SYNTHESIS OF SELENOPHOSPHINIC AND TELLUROPHOSPHINIC AMIDES AND AMIDATO COMPLEXES - CRYSTAL-STRUCTURES OF BU(2)(T)P(TE)NH(C6H11), [TI(ETA-C5H5)CL-2(BU(2)(T)P(SE)NPRI)] AND [TICL2(BU(T)(2)P(SE)N(C6H11))(2)].C7H8
    BOCHMANN, M
    BWEMBYA, GC
    WHILTON, N
    SONG, XJ
    HURSTHOUSE, MB
    COLES, SJ
    KARAULOV, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1995, (11): : 1887 - 1892
  • [6] Phosphinamide-directed benzylic lithiation.: Application to the synthesis of peptide building blocks
    Burgos, Pascual Ona
    Fernandez, Ignacio
    Iglesias, Maria Jose
    Garcia-Granda, Santiago
    Ortiz, Fernando Lopez
    [J]. ORGANIC LETTERS, 2008, 10 (04) : 537 - 540
  • [7] Enantioselective Strecker-type reaction of phosphinoyl ketimines catalyzed by a chiral Zr-bipyridyldiol catalyst
    Chen, Yi-Jing
    Chen, Chinpiao
    [J]. TETRAHEDRON-ASYMMETRY, 2008, 19 (18) : 2201 - 2209
  • [8] Catalytic asymmetric addition of diorganozinc reagents to N-phosphinoylalkylimines
    Cóté, A
    Boezio, AA
    Charette, AB
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (15) : 5405 - 5410
  • [9] Reaction prospecting by 31P NMR: enantioselective rhodium-DuPhos catalysed addition of ZnMe2 to diphenylphosphinoylimines
    Crampton, Rosemary H.
    El Hajjaji, Samir
    Fox, Martin E.
    Woodward, Simon
    [J]. TETRAHEDRON-ASYMMETRY, 2009, 20 (21) : 2497 - 2503
  • [10] Preparation and single-crystal characterization of (Pr2P)-Pr-i(S)NHP(S)Pr-i(2) and homoleptic [(Pr2P)-Pr-i(S)NP(S)Pr-i(2)](-) complexes of zinc, cadmium, and nickel
    Cupertino, D
    Keyte, R
    Slawin, AMZ
    Williams, DJ
    Woollins, JD
    [J]. INORGANIC CHEMISTRY, 1996, 35 (09) : 2695 - 2697