Iodine-Catalyzed Construction of Dihydrooxepines via 3-Methyl-5-Pyrazolones C-H Oxidation/Functionalization of Quinolines Cascade

被引:2
作者
Zhang, Rong [1 ]
Wang, Jun [1 ]
Jin, Weiwei [1 ]
Zhang, Yonghong [1 ]
Wang, Bin [1 ]
Xia, Yu [1 ]
Liu, Chenjiang [1 ]
机构
[1] Xinjiang Univ, Sch Chem, Minist Educ & Xinjiang Uygur Autonomous Reg, Key Lab Oil & Gas Fine Chem,Urumqi Key Lab Green, Urumqi 830046, Peoples R China
基金
中国国家自然科学基金;
关键词
Dihydrooxepines; Iodine; Quinoline; Three-component tandem reaction; Trioxabicycle; N-OXIDES; FUNCTIONALIZATION; CYCLIZATION; ALKYLATION; ACTIVATION; ANNULATION; AMINATION; ANILINES;
D O I
10.1002/ejoc.202100541
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient iodine-catalyzed [3+3+1] annulation for the construction of dihydrooxepine scaffolds with quinoline units was developed. This strategy involves a seven-membered dihydrooxepine with a broad substrate scope through a formal three-component tandem reaction. Further derivation of the target product produced a trioxabicycle scaffold, which formed the basic core of natural products and pharmaceutical molecules.
引用
收藏
页码:3807 / 3811
页数:5
相关论文
共 61 条
  • [1] [Anonymous], 2020, ANGEW CHEM, V132, P1259
  • [2] [Anonymous], 2019, ANGEW CHEM-GER EDIT, V131, P9651
  • [3] [Anonymous], 2013, ANGEW CHEM
  • [4] [Anonymous], 2017, ANGEW CHEM-GER EDIT, V129, P1656
  • [5] [Anonymous], 2018, ANGEW CHEM-GER EDIT, V130, P8425
  • [6] [Anonymous], 2016, ANGEW CHEM-GER EDIT, V128, P12061
  • [7] [Anonymous], 2019, ANGEW CHEM-GER EDIT, V131, P17034
  • [8] [Anonymous], 2015, ANGEW CHEM-GER EDIT, V127, P5568
  • [9] [Anonymous], 2017, ANGEW CHEM, V129, P16112
  • [10] Regiodivergent Visible Light-Induced C-H Functionalization of Quinolines at C-5 and C-8 under Metal-, Photosensitizer- and Oxidant-Free Conditions
    Arockiam, Percia Beatrice
    Guillemard, Lucas
    Wencel-Delord, Joanna
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (15) : 2571 - 2579