One-Pot Multiple Lithiation Processes of Fused Heterocycles

被引:2
|
作者
Jasselin-Hinschberger, Adeline [1 ]
Comoy, Corinne [1 ]
Fort, Yves [1 ]
机构
[1] Univ Lorraine, CNRS, UMR 7565, Grp Heterocycles Reactivite & Interact HecRIn SRM, F-54506 Vandoeuvre Les Nancy, France
关键词
Nitrogen heterocycles; Lithiation; Regioselectivity; Synthetic methods; METALATION REACTIONS; ORTHOLITHIATIONS;
D O I
10.1002/ejoc.201402967
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient one-pot process that involves two or three successive regioselective lithiation/electrophilic trapping stages has been developed that affords several polysubstituted derivatives in good overall yields by starting from 2-chlorofuro[3,2-b]pyridine.
引用
收藏
页码:7226 / 7231
页数:6
相关论文
共 50 条
  • [21] An Efficient one-pot enantio- and diastereoselective synthesis of heterocycles
    Trost, BM
    Machacek, MR
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2002, 41 (24) : 4693 - 4697
  • [22] One -: Pot synthesis of novel sulfur and selenium heterocycles by directed ortho-lithiation
    Wright, SW
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2001, 38 (03) : 723 - 726
  • [23] One-Pot Access to Boron-Doped Fused Heterocycles via Domino Cyclization of Bis-Diazidoboranes with Isonitrile
    Liu, Tong-Tong
    Cui, Yun-Shu
    CHEMISTRY-A EUROPEAN JOURNAL, 2023, 29 (65)
  • [24] Palladium meets copper: one-pot tandem synthesis of pyrido fused heterocycles via Sonogashira conjoined electrophilic cyclization
    Kumar, Sonu
    Saunthwal, Rakesh K.
    Aggarwal, Trapti
    Kotla, Siva K. Reddy
    Verma, Akhilesh K.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (38) : 9063 - 9071
  • [25] Chemically Sustainable and Green One-Pot Multicomponent Synthesis of Highly Functionalized Polycyclic N-Fused-Pyrrolidine Heterocycles
    Yan, Li-Jun
    Wang, Jun-Liang
    Xu, Dan
    Burgess, Kevin S.
    Zhu, Ai-Fei
    Rao, Yan-Ying
    Chen, Xue-Bing
    Wang, Yong-Chao
    CHEMISTRYSELECT, 2018, 3 (02): : 662 - 665
  • [26] Sodium dithionite mediated one-pot, tandem chemoselective reduction/cyclization for the synthesis of pyrrole fused N-heterocycles
    Laha, Joydev K.
    Panday, Surabhi
    Gupta, Pankaj
    Seth, Shiv Raj
    GREEN CHEMISTRY, 2023, 25 (01) : 161 - 166
  • [27] NOVEL AND CONVENIENT ONE-POT SYNTHESIS OF FUSED RING HETEROCYCLES FROM 1,2-DIKETONES AND PHOSPHORODICHLORIDATE AND PHOSPHOROTHIODICHLORIDATE
    SINGH, MS
    MISHRA, G
    MEHROTRA, KN
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1991, 63 (1-2) : 177 - 180
  • [28] Sodium dithionite mediated one-pot, tandem chemoselective reduction/cyclization for the synthesis of pyrrole fused N-heterocycles
    Laha, Joydev K.
    Panday, Surabhi
    Gupta, Pankaj
    Seth, Shiv Raj
    Green Chemistry, 2022, 25 (01): : 161 - 166
  • [29] ORGN 328-Synthesis of fused heterocycles via a one-pot ortho-alkylation/direct heteroarylation sequence
    Martins, Andrew
    Lautens, Mark
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
  • [30] Carbohydrates as a reagent in multicomponent reactions: one-pot access to a new library of hydrophilic substituted pyrimidine-fused heterocycles
    Nourisefat, Maryam
    Panahi, Farhad
    Khalafi-Nezhad, Ali
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (46) : 9419 - 9426