Cobalt(I) Catalysis in the Diastereoselective Two-Step Synthesis of Tricyclic Systems

被引：4
|
作者：
Erver, Florian [1 ]
Hilt, Gerhard [1 ]
Harms, Klaus [1 ]
机构：
[1] Univ Marburg, Fachbereich Chem, D-35043 Marburg, Germany
来源：
SYNTHESIS-STUTTGART | 2011年 / 06期
关键词：
alkyne; catalysis; cobalt; cycloaddition; diene; multicomponent reaction; hetero-Diels-Alder reaction; DIELS-ALDER REACTIONS; 2+2+2 CYCLOADDITION; ORGANIC-SYNTHESIS; BENZENE-DERIVATIVES; ALKYNES;
D O I：
10.1055/s-0030-1258433
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The diastereoselective two-step synthesis of heterotricyclic systems is accomplished by regioselective cobalt-catalysed [4+2]- and [4+2+2]-cycloaddition reactions generating cyclohexa-1,4-diene and cycloocta-1,3,6-triene derivatives, and a hetero-Diels-Alder reaction. Thus, a set of selected cyclohexadienes and cyclooctatrienes were reacted with cyclic 1,3-diones and formaldehyde in a Knoevenagel-hetero-Diels-Alder multicomponent reaction to produce a variety of tricyclic products.
引用
收藏
页码：972 / 978
页数：7
相关论文
共 50 条
  • [1] The organocatalytic two-step synthesis of diversely functionalized tricyclic tetrazoles
    Huang, Xiong
    Li, Ping
    Li, Xin-Sheng
    Xu, Dong-Cheng
    Xie, Jian-Wu
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (20) : 4527 - 4529
  • [2] Acetyldihydropyran Semicarbazones: Two-Step Diastereoselective Synthesis from Acetylene
    Tatarinova, I. V.
    Lobanova, N. A.
    Ushakov, I. A.
    Schmidt, E. Yu.
    Trofimov, B. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 59 (03) : 540 - 544
  • [3] Acetyldihydropyran Semicarbazones: Two-Step Diastereoselective Synthesis from Acetylene
    I. V. Tatarinova
    N. A. Lobanova
    I. A. Ushakov
    E. Yu. Schmidt
    B. A. Trofimov
    Russian Journal of Organic Chemistry, 2023, 59 : 540 - 544
  • [4] Thioarylation of anilines using dual catalysis: two-step synthesis of phenothiazines
    School of Chemistry, The Joseph Black Building, University of Glasgow, Glasgow
    G12 8QQ, United Kingdom
    Org. Biomol. Chem., 28 (5602-5614): : 5602 - 5614
  • [5] Thioarylation of anilines using dual catalysis: two-step synthesis of phenothiazines
    Dodds, Amy C.
    Puddu, Sabrina
    Sutherland, Andrew
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (28) : 5602 - 5614
  • [6] Two-step synthesis of nanostructured tungsten carbide-cobalt powders
    Fu, L
    Cao, LH
    Fan, YS
    SCRIPTA MATERIALIA, 2001, 44 (07) : 1061 - 1068
  • [7] Two-step lipase catalysis for production of biodiesel
    Talukder, Md. Mahabubur Rahman
    Wu, Jin Chuan
    Fen, Ng Mei
    Melissa, Yeo Li Shi
    BIOCHEMICAL ENGINEERING JOURNAL, 2010, 49 (02) : 207 - 212
  • [8] A two-step synthesis of terbinafine
    Alami, M
    Ferri, F
    Gaslain, Y
    TETRAHEDRON LETTERS, 1996, 37 (01) : 57 - 58
  • [9] Two-step synthesis of chiral fused tricyclic scaffolds from phenols via desymmetrization on nickel
    Kumar, Ravindra
    Hoshimoto, Yoichi
    Tamai, Eri
    Ohashi, Masato
    Ogoshi, Sensuke
    NATURE COMMUNICATIONS, 2017, 8
  • [10] A two-step synthesis of terbinafine
    Tetrahedron Lett, 1 (57):
12345