A Novel Synthesis of Isoflavones via Copper(I)-Catalyzed Intramolecular Cyclization Reaction

被引：14
|
作者：
Li, Qiu-Lian [1 ]
Liu, Qi-Lun [1 ]
Ge, Zhi-Yuan [1 ]
Zhu, Yong-Ming [1 ]
机构：
[1] Soochow Univ, Sch Pharm, Suzhou 215123, Peoples R China
来源：
HELVETICA CHIMICA ACTA | 2011年 / 94卷 / 07期
关键词：
AMINATION REACTION;
D O I：
10.1002/hlca.201000400
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Isoflavone derivatives were synthesized via intramolecular cyclization of 3-(2-bromophenyl)-3-oxopropanal derivatives, using CuI as the catalyst, 2-picolinic acid (= pyridine-2-carboxylic acid) as the ligand, K(2)CO(3) as the base, and DMF as the solvent, in up to 96% yield. The synthesis is functional group-tolerant.
引用
收藏
页码：1304 / 1309
页数：6
相关论文
共 50 条
  • [1] A Novel and Regiospecific Synthesis of 1-Aryl-1H-benzotriazoles via Copper(I)-Catalyzed Intramolecular Cyclization Reaction
    Liu, Qi-Lun
    Wen, Di-Di
    Hang, Chen-Chen
    Li, Qiu-Lian
    Zhu, Yong-Ming
    HELVETICA CHIMICA ACTA, 2010, 93 (07) : 1350 - 1354
  • [2] Synthesis of cyclic polyelectrolyte via direct copper(I)-catalyzed click cyclization
    Chen, Fenggui
    Liu, Guangming
    Zhang, Guangzhao
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2012, 50 (05) : 831 - 835
  • [3] SYNTHESIS OF PYRROLIZIDINES VIA COPPER(I) CATALYZED RADICAL ATOM TRANSFER CYCLIZATION
    SEIJAS, JA
    VAZQUEZTATO, MP
    CASTEDO, L
    ESTEVEZ, RJ
    ONEGA, MG
    RUIZ, M
    TETRAHEDRON, 1992, 48 (09) : 1637 - 1642
  • [4] Synthesis of 2-aryl-2H-indazoles via copper(I)-catalyzed intramolecular amination reaction
    Liu, Rui
    Zhu, Yong-ming
    Qin, Lie-na
    Ji, Shun-jun
    Katayamab, Haji
    HETEROCYCLES, 2007, 71 (08) : 1755 - 1763
  • [5] Organic-base-catalyzed synthesis of phthalides via highly regioselective intramolecular cyclization reaction
    Kanazawa, Chikashi
    Terada, Masahiro
    TETRAHEDRON LETTERS, 2007, 48 (06) : 933 - 935
  • [6] Copper-Catalyzed Cascade Reaction via Intramolecular Hydroamination Cyclization of Homopropargylic Amines and Intermolecular Povarov Reaction with Imines
    Wang, Hongkai
    Wang, Chan
    Huang, Kaimeng
    Liu, Lingyan
    Chang, Waxing
    Li, Jing
    ORGANIC LETTERS, 2016, 18 (10) : 2367 - 2370
  • [7] ZIRCONIUM CATALYZED INTRAMOLECULAR CYCLIZATION REACTION
    TAKAHASHI, T
    KONDAKOV, DY
    SUZUKI, N
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1994, 208 : 66 - ORGN
  • [8] Novel synthetic routes to thienocarbazoles via palladium or copper catalyzed amination or amidation of arylhalides and intramolecular cyclization
    Ferreira, ICFR
    Queiroz, MJRP
    Kirsch, G
    TETRAHEDRON, 2002, 58 (39) : 7943 - 7949
  • [9] Asymmetric Synthesis of 1-Benzazepine Derivatives via Copper-Catalyzed Intramolecular Reductive Cyclization
    Li, DingXi
    Park, Yeji
    Yoon, Woojin
    Yun, Hoseop
    Yun, Jaesook
    ORGANIC LETTERS, 2019, 21 (23) : 9699 - 9703
  • [10] Synthesis of cyclic sulfonamides via intramolecular copper-catalyzed reaction of unsaturated iminoiodinanes
    Dauban, P
    Dodd, RH
    ORGANIC LETTERS, 2000, 2 (15) : 2327 - 2329
12345