Recent advances in the synthesis of fused heterocycles with new skeletons via alkyne cyclization

被引:15
|
作者
Balci, Metin [1 ]
机构
[1] Middle East Tech Univ, Dept Chem, TR-06800 Ankara, Turkey
关键词
Fused-heterocycles; Alkyne; Allene; AuCl3 as catalyst; DFT calculations; PYRROLO-PYRAZINES; N-HETEROCYCLES; DERIVATIVES; CHROMENOPYRIDINES; CHEMISTRY; CATALYST; DESIGN; SERIES; ROUTE;
D O I
10.1016/j.tetlet.2020.151994
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An account of our most recent developments on the synthesis of various fused heterocycles via alkyne cyclization is presented. The synthetic strategy involves N- or O-propargylation of heteroaromatic or aromatic compounds followed by intramolecular gold-catalyzed or NaH-promoted intramolecular cyclization reactions. This synthetic strategy represents a reasonable methodology for the construction of hitherto unknown skeletons. (C) 2020 Elsevier Ltd. All rights reserved.
引用
收藏
页数:12
相关论文
共 50 条
  • [1] Synthesis of fused heterocycles and carbocycles through rhodium-catalyzed alkyne arylation and cyclization
    Panteleev, Jane
    Zhang, Lei
    Lautens, Mark
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [2] Recent Advances in Domino Synthesis of Fused Polycyclic N-Heterocycles Based on Intramolecular Alkyne Hydroamination under Copper Catalysis
    Jin, Zefeng
    Shen, Guodong
    Lv, Xin
    CHINESE JOURNAL OF CHEMISTRY, 2023, 41 (24) : 3751 - 3771
  • [3] Recent advances and perspectives in the synthesis of heterocycles via carbenes
    Krishnan, K. Keerthi
    Thankachan, Amrutha P.
    Anilkumar, Gopinathan
    TETRAHEDRON, 2015, 71 (16) : 2333 - 2347
  • [4] Stereoselective synthesis of fused-, spiro- and bridged heterocycles via cyclization of isoquinolinium salts: a recent update
    Das, Suven
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (09) : 1838 - 1868
  • [5] Synthesis of Seleno-Heterocycles via Electrophilic/Radical Cyclization of Alkyne Containing Heteroatoms
    Sonawane, Amol D.
    Sonawane, Rohini A.
    Ninomiya, Masayuki
    Koketsu, Mamoru
    ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (17) : 3485 - 3515
  • [6] Synthesis of fused polycyclic nitrogen-containing heterocycles via cascade cyclization
    Saha, B
    Kumar, R
    Maulik, PR
    Kundu, B
    TETRAHEDRON LETTERS, 2006, 47 (16) : 2765 - 2769
  • [7] Regioselective Synthesis of Pyranone-Fused Indazoles via Reductive Cyclization and Alkyne Insertion
    Wu, Tz-Yi
    Dhole, Sandip
    Selvaraju, Manikandan
    Sun, Chung-Ming
    ACS COMBINATORIAL SCIENCE, 2018, 20 (03) : 156 - 163
  • [8] Recent Advances and Perspectives in the Synthesis of Heterocycles via Zinc Catalysis
    Krishnan, K. Keerthi
    Ujwaldev, Sankuviruthiyil M.
    Saranya, Salim
    Anilkumar, Gopinathan
    Beller, Matthias
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (03) : 382 - 404
  • [9] Metal Nanoparticle-Catalyzed Alkyne Cyclization for the Synthesis of Heterocycles
    Tang, Xiao
    Jiang, Yukang
    Song, Liangliang
    Van der Eycken, Erik V.
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (14) : 3085 - 3104
  • [10] Recent Advances in the Cascade Cyclization of Alkyne Units for the Construction of Benzofluorenes
    Jiang, Shimin
    Yang, Ruchun
    Song, Xian-Rong
    Xiao, Qiang
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (22) : 4585 - 4605