Synthesis of pentafluorophenylmethylamines via silicon Mannich reaction

被引:27
|
作者
Dilman, AD
Belyakov, PA
Korlyukov, AA
Struchkova, MI
Tartakovsky, VA
机构
[1] ND Zelinskii Inst Organ Chem, Moscow 119991, Russia
[2] AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
关键词
D O I
10.1021/ol050845l
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The three-component coupling of aldehydes, secondary amines, and methoxytris(pentafluorophenyl)silane, MeOSi(C6F5)(3), affording pentafluorophenylmethylamines has been described. The generation of the five-coordinate silicate intermediate is believed to be the key feature responsible for the efficiency of the reaction.
引用
收藏
页码:2913 / 2915
页数:3
相关论文
共 50 条
  • [41] Synthesis of Resorcinarene Derivatives via the Catalyzed Mannich Reaction, Part 3: Glycol Derivatives of Resorcinarene
    Urbaniak, Mariusz
    Mattay, Jochen
    Iwanek, Waldemar
    SYNTHETIC COMMUNICATIONS, 2011, 41 (05) : 670 - 676
  • [42] A Straightforward Synthesis of (S)-Anabasine via the Catalytic, Enantioselective Vinylogous Mukaiyama-Mannich Reaction
    Giera, David S.
    Sickert, Marcel
    Schneider, Christoph
    SYNTHESIS-STUTTGART, 2009, (22): : 3797 - 3802
  • [43] An efficient organocatalyzed multicomponent synthesis of diarylmethanes via Mannich type Friedel-Crafts reaction
    Kumar, Atul
    Kumar, Mukesh
    Gupta, Maneesh Kumar
    TETRAHEDRON LETTERS, 2009, 50 (50) : 7024 - 7027
  • [44] SYNTHESIS OF POTENTIAL DRUGS VIA MANNICH REACTIONS
    ROTH, H
    ARCHIV DER PHARMAZIE UND BERICHTE DER DEUTSCHEN PHARMAZEUTISCHEN GESSELSCHAFT, 1969, 302 (02): : B30 - &
  • [45] Synthesis of epothilones via a silicon-tethered RCM reaction
    Gaich, T
    Mulzer, J
    ORGANIC LETTERS, 2005, 7 (07) : 1311 - 1313
  • [46] Synthesis of tetrahydrofurans via silicon promoted Pummerer type reaction
    Raghavan, S
    Rajender, A
    Rasheed, MA
    Reddy, SR
    TETRAHEDRON LETTERS, 2003, 44 (45) : 8253 - 8256
  • [47] REACTION OF PHOSPHORANES WITH MANNICH BASES . SYNTHESIS OF ALPHA-SUBSTITUTED BETA-ARYLACRYLIC ACIDS VIA WITTIG REACTION
    VONSTRANDTMANN, M
    COHEN, MP
    PUCHALSKI, C
    SHAVEL, J
    JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (11): : 4306 - +
  • [48] Synthesis of N-propargylanabasine derivatives by the Mannich reaction
    Mavrov, M. V.
    Zlotin, S. G.
    RUSSIAN CHEMICAL BULLETIN, 2007, 56 (08) : 1637 - 1647
  • [49] THE IMPORTANCE OF THE MANNICH REACTION FOR THE SYNTHESIS OF NATURAL COMPOUNDS AND DRUGS
    VIDIC, E
    ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, 1958, 8 (11): : 719 - 726
  • [50] Synthesis of N-propargylanabasine derivatives by the mannich reaction
    M. V. Mavrov
    S. G. Zlotin
    Russian Chemical Bulletin, 2007, 56 : 1637 - 1647