Novel pyrrole C-nucleosides by nitrogen extrusion from pyridazine C-nucleosides

被引：25
|
作者：
Joshi, U
Josse, S
Pipelier, M
Chevallier, F
Pradère, JP
Hazard, R
Legoupy, S
Huet, F
Dubreuil, D
机构：
[1] Univ Nantes, Lab Synth Organ, UMR 6513, F-44322 Nantes, France
[2] URA CNRS 439, Lab Electrochim, F-35042 Rennes, France
[3] Univ Maine, UMR 6011, Synth Organ Lab, F-72085 Le Mans 9, France
来源：
TETRAHEDRON LETTERS | 2004年 / 45卷 / 05期
关键词：
pyridazine C-nucleosides; ring contraction; pyrrole C-nucleosides;
D O I：
10.1016/j.tetlet.2003.11.088
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Pyridazine C-nucleosides have been synthesized by [4+2] cycloaddition of alkynyl C-nucleosides with substituted tetrazines. These pyridazines on extrusion of a nitrogen atom afforded novel pyrrole C-nucleosides with good yields. The results of electrochemical and chemical reduction are compared. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1031 / 1033
页数：3
相关论文
共 50 条
  • [21] SYNTHETIC STUDIES ON C-NUCLEOSIDES .4. PREPARATION OF KEY INTERMEDIATES FOR SYNTHESIS OF MODIFIED C-NUCLEOSIDES
    OGAWA, T
    OHRUI, H
    MATSUI, M
    KUZUHARA, H
    EMOTO, S
    AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1972, 36 (08): : 1449 - &
  • [22] Biocatalytic selective modifications of conventional nucleosides, carbocyclic nucleosides, and C-nucleosides
    Ferrero, M
    Gotor, V
    CHEMICAL REVIEWS, 2000, 100 (12) : 4319 - +
  • [23] A FACILE PREPARATIVE METHOD OF C-NUCLEOSIDES
    TOGO, H
    ISHIGAMI, S
    YOKOYAMA, M
    CHEMISTRY LETTERS, 1992, (09) : 1673 - 1676
  • [24] Approaches to the synthesis of heterocyclic C-nucleosides
    Mukhin, E. M.
    Savateev, K. V.
    Rusinov, V. L.
    RUSSIAN CHEMICAL BULLETIN, 2023, 72 (02) : 425 - 481
  • [25] Approaches to the synthesis of heterocyclic C-nucleosides
    E. M. Mukhin
    K. V. Savateev
    V. L. Rusinov
    Russian Chemical Bulletin, 2023, 72 : 425 - 481
  • [26] STUDIES IN THE SYNTHESIS AND BIOSYNTHESIS OF C-NUCLEOSIDES
    BUCHANAN, JG
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 1985, 4 (1-2): : 13 - 19
  • [27] NEW ACYCLIC C-NUCLEOSIDES OF THE IMIDAZOLE
    MOTA, JF
    BRAVO, PA
    VICENTE, FR
    GARCIAHIERRO, JIF
    PEREZ, JAG
    NUCLEOSIDES & NUCLEOTIDES, 1984, 3 (02): : 115 - 121
  • [28] Determination of the ionization constants of C-nucleosides
    Luyten, I
    Thibaudeau, C
    Chattopadhyaya, J
    TETRAHEDRON, 1997, 53 (20) : 6903 - 6906
  • [29] STEREOCONTROLLED GENERAL SYNTHESIS OF C-NUCLEOSIDES
    SATO, T
    HAYAKAWA, Y
    NOYORI, R
    NUCLEIC ACIDS RESEARCH, 1977, : S29 - S32
  • [30] AN EFFICIENT AND STEREOSPECIFIC SYNTHESIS OF NOVEL PYRAZINE C-NUCLEOSIDES
    CHEN, JJ
    WALKER, JA
    LIU, WM
    WISE, DS
    TOWNSEND, LB
    TETRAHEDRON LETTERS, 1995, 36 (46) : 8363 - 8366
12345