Multicomponent C-Alkylation Reactions of Aromatic Aldimines with Trialkylboranes Reagents

被引：8
|
作者：
Valpuesta, Maria [1 ]
Munoz, Carmen [1 ]
Diaz, Amelia [1 ]
Torres, Gregorio [1 ]
Suau, Rafael [1 ]
机构：
[1] Univ Malaga, Dept Quim Organ, Fac Ciencias, E-29071 Malaga, Spain
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 2010卷 / 10期
关键词：
Boranes; Alkylation; Amines; Multicomponent reactions; Aldehydes; RADICAL-ADDITION; ASYMMETRIC HYDROGENATION; ORGANOMETALLIC REAGENTS; IMINES; BOND;
D O I：
10.1002/ejoc.200901359
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The one-pot three-component reaction of an aryl aldehyde, an arylamine, and a trialkylborane in the presence of hydrogen peroxide afforded the alkylated arylamines 1 in good yields via oxidized imine-borane complexes. In addition, the versatility of our procedure has been confirmed by the use of enolizable aldehydes, alkylic amines, and cyclic imines.
引用
收藏
页码：1934 / 1942
页数：9
相关论文
共 50 条
  • [1] Organoborane reagents in the C-alkylation of aromatic aldimines
    Valpuesta, Maria
    Munoz, Carmen
    Diaz, Amelia
    Suau, Rafael
    Torres, Gregorio
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (27) : 4467 - 4470
  • [2] C-Alkylation by Hydrogen Autotransfer Reactions
    Obora, Yasushi
    TOPICS IN CURRENT CHEMISTRY, 2016, 374 (02)
  • [3] C-Alkylation by Hydrogen Autotransfer Reactions
    Yasushi Obora
    Topics in Current Chemistry, 2016, 374
  • [4] NEW C-ALKYLATION REACTIONS OF NITRO-COMPOUNDS
    WADE, PA
    MORROW, SD
    HARDINGER, SA
    HINNEY, HR
    SAFT, MS
    VAIL, PD
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1980, 179 (MAR): : 18 - ORGN
  • [5] C-ALKYLATION REACTION OF AROMATIC-AMINES WITH POLYFLUOROCARBONYLIC COMPOUNDS
    CHKANIKOV, ND
    ZELENIN, AY
    KOLOMIETZ, AF
    FOKIN, AV
    JOURNAL OF FLUORINE CHEMISTRY, 1985, 29 (1-2) : 214 - 214
  • [6] REDUCTIVE C-ALKYLATION
    GREGOROV.BV
    LIANG, KSY
    CLUGSTON, DM
    MACDONAL.SF
    CANADIAN JOURNAL OF CHEMISTRY, 1968, 46 (21): : 3291 - &
  • [7] REACTIONS OF ENAMINES .16. C-ALKYLATION OF HETEROCYCLIC ENAMINES
    CERVINKA, O
    FABRYOVA, A
    CHUDOBOVA, H
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1978, 43 (03) : 884 - 888
  • [8] C-ALKYLATION OF A CHELATED PHENOL
    KUCKLANDER, U
    ARCHIV DER PHARMAZIE, 1979, 312 (06) : 465 - 472
  • [9] C-ALKYLATION OF ALDEHYDE ENAMINES
    CURPHEY, TJ
    HUNG, JCY
    CHEMICAL COMMUNICATIONS, 1967, (10) : 510 - &
  • [10] C-ALKYLATION OF SOME ENAMINES
    VARTANYA.SA
    ABGARYAN, EA
    ARMYANSKII KHIMICHESKII ZHURNAL, 1972, 25 (07): : 609 - 612
12345