Rh(III)-catalyzed aldehyde C-H bond functionalization of salicylaldehydes with arylboronic acids

被引：30
作者：
Wang, Dahai [1 ]
Cui, Sunliang [1 ]
机构：
[1] Zhejiang Univ, Coll Pharmaceut Sci, Inst Drug Discovery & Design, Hangzhou 310058, Zhejiang, Peoples R China
来源：
TETRAHEDRON | 2015年 / 71卷 / 45期
关键词：
C-H activation; Rh(III) catalysis; Salicylaldehydes; 2-Hydroxybenzophenones; Divergent synthesis; SELECTIVE INHIBITORS; FACILE SYNTHESIS; ALKYNES; REARRANGEMENT; DERIVATIVES; ACTIVATION; BENZAMIDES; CLEAVAGE;
D O I：
10.1016/j.tet.2015.09.053
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A Rh(III)-catalyzed aldehyde C-H bond functionalization of salicylaldehydes with arylboronic acids has been developed, with features of mild reaction condition and high efficiency. Furthermore, the functionalized 2-hydroxybenzophenone could be subject to divergent synthesis of heterocycles. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8511 / 8516
页数：6
相关论文
共 27 条
  • [1] Chen DJ, 2000, SYNLETT, P1175
  • [2] Rh(III)-catalyzed C-H activation/cycloaddition of benzamides and methylenecyclopropanes: divergence in ring formation
    Cui, Sunliang
    Zhang, Yan
    Wu, Qifan
    [J]. CHEMICAL SCIENCE, 2013, 4 (09) : 3421 - 3426
  • [3] Rh(III)-catalyzed C-H activation/[4+3] cycloaddition of benzamides and vinylcarbenoids: facile synthesis of azepinones
    Cui, Sunliang
    Zhang, Yan
    Wang, Dahai
    Wu, Qifan
    [J]. CHEMICAL SCIENCE, 2013, 4 (10) : 3912 - 3916
  • [4] Rhodium catalyzed oxidative coupling of salicylaldehydes with diazabicyclic olefins: a one pot strategy involving aldehyde C-H cleavage and π-allyl chemistry towards the synthesis of fused ring chromanones
    Jijy, E.
    Prakash, Praveen
    Shimi, M.
    Pihko, Petri M.
    Joseph, Nayana
    Radhakrishnan, K. V.
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (66) : 7349 - 7351
  • [5] USES OF THE FRIES REARRANGEMENT FOR THE PREPARATION OF HYDROXYARYLKETONES - A REVIEW
    MARTIN, R
    [J]. ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1992, 24 (04) : 369 - 435
  • [6] Synthesis of ortho-Acylphenols through the Palladium-Catalyzed Ketone-Directed Hydroxylation of Arenes
    Mo, Fanyang
    Trzepkowski, Louis J.
    Dong, Guangbin
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (52) : 13075 - 13079
  • [7] Patureau FW, 2012, ALDRICHIM ACTA, V45, P31
  • [8] Rearrangement of 2-Aryloxybenzaldehydes to 2-Hydroxybenzophenones by Rhodium-Catalyzed Cleavage of Aryloxy C-O Bonds
    Rao, Honghua
    Li, Chao-Jun
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (38) : 8936 - 8939
  • [9] Reddy V. P., 2003, CHEM PHENOLS, V1, P605
  • [10] ANTISPOSMODIC ORTHO-SUBSTITUTED PHENOXYALKYLAMINES
    RUBINSTE.K
    ELMING, N
    FAKSTORP, J
    HERMANSE.K
    PEDERSEN, JG
    JACOBSEN, TN
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1966, 9 (06) : 804 - &
123