Palladium-catalyzed ortho-acylation of 2-benzyl-1,2,3-triazoles with aldehydes

被引:19
作者
Tian, Qingshan [1 ]
He, Ping [1 ]
Kuang, Chunxiang [1 ,2 ]
机构
[1] Tongji Univ, Dept Chem, Shanghai 200092, Peoples R China
[2] Minist Educ, Key Lab Yangtze River Water Environm, Shanghai 200092, Peoples R China
关键词
C-H BONDS; DECARBOXYLATIVE ORTHO-ACYLATION; ALPHA-OXOCARBOXYLIC ACIDS; TOLUENE DERIVATIVES; DIRECT ARYLATIONS; BENZOIC-ACIDS; RUTHENIUM; FUNCTIONALIZATION; ACETANILIDES; ACTIVATION;
D O I
10.1039/c4ob01406e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium-catalyzed ortho-acylation of 2-benzyl-1,2,3-triazoles with aldehydes as an acyl source was developed. A wide variety of ketones containing 1,2,3-triazoles were obtained in good to excellent yields. This methodology provides a convenient access to the acylation of 2-substituted-1,2,3-triazoles.
引用
收藏
页码:7474 / 7477
页数:4
相关论文
共 59 条
  • [1] Assisted ruthenium-catalyzed C-H bond activation: Carboxylic acids as cocatalysts for generally applicable direct arylations in apolar solvents
    Ackermann, Lutz
    Vicente, Ruben
    Althammer, Andreas
    [J]. ORGANIC LETTERS, 2008, 10 (11) : 2299 - 2302
  • [2] Metal-catalyzed direct alkylations of (hetero)arenes via C-H bond cleavages with unactivated alkyl halides
    Ackermann, Lutz
    [J]. CHEMICAL COMMUNICATIONS, 2010, 46 (27) : 4866 - 4877
  • [3] Transition-Metal-Catalyzed Direct Arylation of (Hetero)Arenes by C-H Bond Cleavage
    Ackermann, Lutz
    Vicente, Ruben
    Kapdi, Anant R.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (52) : 9792 - 9826
  • [4] Ruthenium-Catalyzed Direct Arylations of N-Aryl 1,2,3-Triazoles with Aryl Chlorides as Electrophiles
    Ackermann, Lutz
    Born, Robert
    Vicente, Ruben
    [J]. CHEMSUSCHEM, 2009, 2 (06) : 546 - 549
  • [5] Aryl-aryl bond formation by transition-metal-catalyzed direct arylation
    Alberico, Dino
    Scott, Mark E.
    Lautens, Mark
    [J]. CHEMICAL REVIEWS, 2007, 107 (01) : 174 - 238
  • [6] Synthesis and Reactivity of a Mono-σ-Aryl Palladium(IV) Fluoride Complex
    Ball, Nicholas D.
    Sanford, Melanie S.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (11) : 3796 - +
  • [7] C-C, C-O, C-N bond formation on sp2 carbon by Pd(II)-catalyzed reactions involving oxidant agents
    Beccalli, Egle M.
    Broggini, Gianluigi
    Martinelli, Michela
    Sottocornola, Silvia
    [J]. CHEMICAL REVIEWS, 2007, 107 (11) : 5318 - 5365
  • [8] Human β3-adrenergic receptor agonists containing 1,2,3-triazole-substituted benzenesulfonamides
    Brockunier, LL
    Parmee, ER
    Ok, HO
    Candelore, MR
    Cascieri, MA
    Colwell, LF
    Deng, LP
    Feeney, WP
    Forrest, MJ
    Hom, GJ
    MacIntyre, DE
    Tota, L
    Wyvratt, MJ
    Fisher, MH
    Weber, AE
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (18) : 2111 - 2114
  • [9] Recent trends in glycodendrimer syntheses and applications
    Chabre, Yoann M.
    Roy, Rene
    [J]. CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2008, 8 (14) : 1237 - 1285
  • [10] Cu(II)-catalyzed functionalizations of aryl C-H bonds using O2 as an oxidant
    Chen, Xiao
    Hao, Xue-Shi
    Goodhue, Charles E.
    Yu, Jin-Quan
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (21) : 6790 - 6791