Synthesis of pyrrolobenzoxazepinones by CuI/L-proline-catalyzed intramolecular coupling reactions

被引:6
|
作者
Huang, Aiping [1 ]
Feng, Lei [1 ]
Qiao, Zhi [1 ]
Yu, Wei [1 ]
Zheng, Qingqing [1 ]
Ma, Chen [1 ]
机构
[1] Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China
基金
美国国家科学基金会;
关键词
Copper-catalyzed process; Pyrrolobenzoxazepinones; Bioactive compounds; Synthesis; N-ARYLATION; TANDEM CYCLIZATION; ARYL; SELECTIVITIES; INHIBITORS; AMINATION; EFFICIENT; HALIDES; POTENT;
D O I
10.1016/j.tet.2012.11.009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed process for the construction of pyrrolobenzoxazepinones from 2-(2-iodophenoxy)-1-(1H-pyrrol-2-yl)ethanones is described. The reaction afforded a variety of products in good to excellent yields. (c) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:642 / 646
页数:5
相关论文
共 50 条
  • [1] CuI/L-proline-catalyzed coupling reactions of vinyl bromides with activated methylene compounds
    Pei, Lin
    Qian, Weixing
    [J]. SYNLETT, 2006, (11) : 1719 - 1723
  • [2] CuI/L-proline-catalyzed coupling reactions of aryl halides with activated methylene compounds
    Xie, XA
    Cai, GR
    Ma, DW
    [J]. ORGANIC LETTERS, 2005, 7 (21) : 4693 - 4695
  • [3] CuI/L-proline-catalyzed synthesis of vinyl sulfides in 95% alcohol
    Guo, Sheng-Rong
    Yuan, Yan-Qin
    [J]. SYNTHETIC COMMUNICATIONS, 2008, 38 (16) : 2722 - 2730
  • [4] A mild and effective method to synthesize carbazolones by CuI/L-proline-catalyzed intramolecular arylation
    Yan, Shaoyu
    Wu, Haihong
    Wu, Nan
    Jiang, Yongwen
    [J]. SYNLETT, 2007, (17) : 2699 - 2702
  • [5] CuI/L-Proline-Catalyzed Intramolecular Aryl Amination: An Efficient Route for the Synthesis of 1,4-Benzodiazepinones
    Majumdar, K. C.
    Ganai, Sintu
    [J]. SYNLETT, 2011, (13) : 1881 - 1887
  • [6] Elaboration of the oxazepine ring system via CUI/L-proline-catalyzed intramolecular aryl amination
    Guo, Lei
    Li, Ben
    Huang, Wenlong
    Pei, Gang
    Ma, Dawei
    [J]. SYNLETT, 2008, (12) : 1833 - 1836
  • [7] Assembly of 3-acyloxindoles via CuI/L-proline-catalyzed intramolecular arylation of β-keto amides
    Lu, Biao
    Ma, Dawei
    [J]. ORGANIC LETTERS, 2006, 8 (26) : 6115 - 6118
  • [8] An efficient and mild CuI/L-proline-catalyzed arylation of acetylacetone or ethyl cyanoacetate
    Jiang, YW
    Wu, N
    Wu, HH
    He, MY
    [J]. SYNLETT, 2005, (18) : 2731 - 2734
  • [9] L-Proline-catalyzed intramolecular cyclization of 5-hydroxypentene to β-halogenated tetrahydrofuran
    Lee, Adam Shih-Yuan
    Tsao, Kuo-Wei
    Chang, Yu-Ting
    Chu, Shu-Fang
    [J]. TETRAHEDRON LETTERS, 2007, 48 (38) : 6790 - 6793
  • [10] Preparation of Polyaminopyridines Using a CuI/L-Proline-Catalyzed C-N Polycoupling Reaction
    Reis, Lindomar A.
    Ligiero, Carolina B. P.
    Andrade, Acacio A.
    Taylor, Jason G.
    Miranda, Paulo C. M. L.
    [J]. MATERIALS, 2012, 5 (11): : 2176 - 2189