Molybdenum(VI) dichloride dioxide catalyzed synthesis of β-keto esters by C-H insertion of ethyl diazoacetate into aldehydes

被引:16
|
作者
Jeyakumar, Kandasamy [1 ]
Chand, Dillip Kumar [1 ]
机构
[1] Indian Inst Technol Madras, Dept Chem, Chennai 600036, Tamil Nadu, India
来源
SYNTHESIS-STUTTGART | 2008年 / 11期
关键词
molybdenum; catalyst; beta-keto esters; aldehydes; ethyl diazoacetate;
D O I
10.1055/s-2008-1067029
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of beta-keto esters by condensing various aidehydes with ethyl diazoacetate is achieved by using molybdenum(VI) dichloride dioxide. Aromatic, aliphatic, and heterocyclic aldehydes are successfully condensed with ethyl diazoacetate to obtain corresponding beta-keto esters in high yields at room temperature.
引用
收藏
页码:1685 / 1687
页数:3
相关论文
共 50 条
  • [31] A Cu(I)-catalyzed C-H α-amination of esters. Direct synthesis of hydantoins
    Zhao, Baoguo
    Du, Haifeng
    Shi, Yian
    Journal of the American Chemical Society, 2008, 130 (23): : 7220 - 7221
  • [32] Palladium-Catalyzed Synthesis of Esters from Arenes through C-H Thianthrenation
    Wang, Mengning
    Zhang, Xiaomei
    Ma, Mengtao
    Zhao, Binlin
    ORGANIC LETTERS, 2022, : 6031 - 6036
  • [33] Palladium-Catalyzed Direct Alkoxycarbonylation of Aromatic C-H Bonds via Selective C-C Cleavage of α-Keto Esters
    Zhou, Wei
    Li, Pinhua
    Zhang, Yicheng
    Wang, Lei
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (11-12) : 2343 - 2352
  • [34] Lewis acid-catalyzed reactions of ethyl diazoacetate with aldehydes.: Synthesis of α-formyl esters by a sequence of aldol reaction and 1,2-nucleophilic rearrangement
    Kanemasa, S
    Kanai, T
    Araki, T
    Wada, E
    TETRAHEDRON LETTERS, 1999, 40 (27) : 5055 - 5058
  • [35] Synthesis of 2-aminobenzaldehydes by rhodium(iii)-catalyzed C-H amidation of aldehydes with dioxazolones
    Liu, Chen-Fei
    Liu, Man
    Sun, Jun-Shu
    Li, Chao
    Dong, Lin
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (13): : 2115 - 2119
  • [36] Palladium-Catalyzed Synthesis of Indanone via C-H Annulation Reaction of Aldehydes with Norbornenes
    Lu, Wen-Xiu
    Mao, Jian-Gang
    Xing, Jian
    Tang, Hong-Yu
    Liao, Jinsheng
    Quan, Yao-sheng
    Lu, Zhi-Ming
    Yang, Zhi-Jian
    Shen, Chao
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 89 (01): : 784 - 792
  • [37] Introducing an α-Keto Ester Functional Group through Pt-Catalyzed Direct C-H Acylation with Ethyl Chlorooxoacetate
    Javed, Erman
    Guthrie, Jacob D.
    Neu, Justin
    Chirayath, George S.
    Huo, Shouquan
    ACS OMEGA, 2020, 5 (14): : 8393 - 8402
  • [38] Palladium-Catalyzed Asymmetric Allylic C-H Alkylation of 1,4-Dienes with Cyclic β-Keto Esters
    Fan, Lian-Feng
    Wang, Tian-Ci
    Wang, Pu-Sheng
    Gong, Liu-Zhu
    ORGANOMETALLICS, 2019, 38 (20) : 4014 - 4021
  • [39] Asymmetric Total Synthesis of (-)-trans-Blechnic Acid via Rhodium(II)-Catalyzed C-H Insertion and Palladium(II)-Catalyzed C-H Olefination Reactions
    Ito, Motoki
    Namie, Ryosuke
    Krishnamurthi, Janagiraman
    Miyamae, Hitomi
    Takeda, Koji
    Nambu, Hisanori
    Hashimoto, Shunichi
    SYNLETT, 2014, 25 (02) : 288 - 292
  • [40] Stereoselective synthesis of cyclopentanones using dirhodium(II)-catalyzed intramolecular C-H insertion reaction
    Yakura, T
    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 2000, 120 (12): : 1309 - 1322