One-pot synthesis of primary tert-alkylamines by the addition of organometallic reagents to nitriles mediated by Ti(Oi-Pr)4

被引:16
|
作者
Tomashenko, Olesya
Sokolov, Viktor
Tomashevskiy, Alexander
de Meijere, Armin
机构
[1] St Petersburg State Univ, Dept Chem, St Petersburg 198504, Russia
[2] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
关键词
amines; nitriles; nucleophilic addition; organometallic reagents; titanium tetraisopropoxide;
D O I
10.1055/s-2007-967980
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A number of primary tert-alkylamines (18 examples, 25-72% yields) have been prepared according to a simple one-pot procedure by the addition of organometallic reagents such as Grignard reagents and organolithium compounds to nitriles in the presence of Ti(Oi-Pr)(4).
引用
收藏
页码:652 / 654
页数:3
相关论文
共 26 条
  • [21] One-pot synthesis of furo[3,2-c]oxepin-4-one derivatives by the CAN-mediated reaction of tert-butyl 2-(2-hydroxytetrahydrofuran-2-yl)acetates with alkenes
    Kobayashi, K
    Umakoshi, H
    Hayashi, K
    Morikawa, O
    Konishi, H
    CHEMISTRY LETTERS, 2004, 33 (12) : 1588 - 1589
  • [22] MOLECULAR IODINE MEDIATED SYNTHESIS OF 2,4,5-TRISUBSTITUTED IMIDAZOLES COMMENCING FROM α- METHYLENE KETONES AND BENZYLIC PRIMARY ALCOHOLS USING A ONE-POT, TWO-STEP APPROACH
    Mabizela, Lindokuhle P.
    Jeena, Vineet
    HETEROCYCLES, 2022, 104 (09) : 1649 - 1660
  • [23] 'One-pot' synthesis of 4-substituted 1,5-diaryl-1H-pyrazole-3-carboxylates via lithium tert-butoxide-mediated sterically hindered Claisen condensation and Knorr reaction
    Jiang, Jian-An
    Huang, Wei-Bin
    Zhai, Jiao-Jiao
    Liu, Hong-Wei
    Cai, Qi
    Xu, Liu-Xin
    Wang, Wei
    Ji, Ya-Fei
    TETRAHEDRON, 2013, 69 (02) : 627 - 635
  • [24] One-pot synthesis of 4-(imidazol-1-yl)indole derivatives through a sequential dearomatization and Ag-catalyzed cyclization/Cs2CO3-mediated addition/aromatization reaction
    Huang, Chaoman
    Jin, Zefeng
    Zhang, Bei
    Zhou, Yuanyuan
    Lin, Huiting
    Kang, Honglan
    Shen, Guodong
    Lv, Xin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (20) : 4245 - 4256
  • [25] One-pot synthesis of a variety of 1,4-alkadienes and 1,2,4-alkatrienes from alkynes, allyl, or propargyl compounds and electrophiles by a (η2-propene)Ti(O-i-Pr)2-mediated reaction
    Okamoto, S
    Takayama, Y
    Gao, Y
    Sato, FM
    SYNTHESIS-STUTTGART, 2000, (07): : 975 - 979
  • [26] A one-pot synthesis of a branched tertiary phosphine oxide from red phosphorus and 1-(tert-butyl)-4-vinylbenzene in KOH-DMSO:: an unusually facile addition of P-centered nucleophiles to a weakly electrophilic double bond
    Trofimov, Boris A.
    Malysheva, Svetlana F.
    Gusarova, Nina K.
    Kuimov, Vladimir A.
    Belogorlova, Nataliya A.
    Sukhov, Boris G.
    TETRAHEDRON LETTERS, 2008, 49 (21) : 3480 - 3483