A Novel Method for the Synthesis Triarylphosphines under Transition-Metal-Free Conditions

被引:0
|
作者
Yin, Qing [1 ]
Yu, Xiaoqiang [1 ]
Bao, Ming [1 ]
机构
[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China
基金
中国国家自然科学基金;
关键词
transition metal-free; alkyldiphenylphosphines; aryl halides; triarylphosphines; C-P; PHOSPHINE OXIDES; COUPLING REACTIONS; SUBSTITUTED PHOSPHINES; SECONDARY PHOSPHINES; BOND FORMATION; REDUCTION; ARYL; TERTIARY; HALIDES;
D O I
10.6023/cjoc201904006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Triarylphosphines play an important role in pharmaceutical synthesis and transition-meal-catalyzed reactions. In this paper, a novel method for the synthesis of triatylphosphines via base-promoted C(sp(2))-P cross-coupling reactions of alkyldiphenylphosphines with aryl halides is described. The transition-metal-free reaction condition, readily available starting materials and experimental simplicity are the features of the novel method.
引用
收藏
页码:2930 / 2935
页数:6
相关论文
共 46 条
  • [1] Allen D. V., 2003, ORG CHEM, V68, P4590
  • [2] Catalytic methods for building up phosphorus-carbon bond
    Beletskaya, IP
    Kazankova, MA
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 38 (10) : 1391 - 1430
  • [3] AROMATIC-SUBSTITUTION BY SRN1 MECHANISM
    BUNNETT, JF
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1978, 11 (11) : 413 - 420
  • [4] Chemoselective Reduction of Phosphine Oxides by 1,3-Diphenyl-Disiloxane
    Buonomo, Joseph A.
    Eiden, Carter G.
    Aldrich, Courtney C.
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (58) : 14434 - 14438
  • [5] CAI D, 1998, ORG SYNTH, V76, P6
  • [6] SYNTHESIS OF CHIRAL 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL (BINAP) VIA A NOVEL NICKEL-CATALYZED PHOSPHINE INSERTION
    CAI, DW
    PAYACK, JF
    BENDER, DR
    HUGHES, DL
    VERHOEVEN, TR
    REIDER, PJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (23): : 7180 - 7181
  • [7] An efficient heterogeneous cross-coupling of aryl iodides with diphenylphosphine catalyzed by copper (I) immobilized in MCM-41
    Fang, Zhiqiang
    Cai, Mingzhong
    Lin, Yang
    Zhao, Hong
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (08)
  • [8] GEFTER EL, 1958, ZH OBSHCH KHIM+, V28, P1338
  • [9] Copper-catalyzed C-P bond construction via direct coupling of secondary phosphines and phosphites with aryl and vinyl halides
    Gelman, D
    Jiang, L
    Buchwald, SL
    [J]. ORGANIC LETTERS, 2003, 5 (13) : 2315 - 2318
  • [10] Reduction of secondary and tertiary phosphine oxides to phosphines
    Herault, Damien
    Duc Hanh Nguyen
    Nuel, Didier
    Buono, Gerard
    [J]. CHEMICAL SOCIETY REVIEWS, 2015, 44 (08) : 2508 - 2528