Synthesis of tricyclic pyridones by radical cyclization

被引:49
|
作者
Nadin, A [1 ]
Harrison, T [1 ]
机构
[1] Merck Sharp & Dohme Ltd, Neurosci Res Ctr, Res Lab, Dept Med Chem, Harlow CM20 2QR, Essex, England
关键词
D O I
10.1016/S0040-4039(99)00652-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general and novel route for the synthesis of tricyclic pyridones by 5-, 6- and 7-exo-trig radical cyclization is described. The use of Pd-catalyzed cross-coupling reactions to introduce functionality at the 5-position of a pyridone is also presented. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4073 / 4076
页数:4
相关论文
共 50 条
  • [31] Tricyclic isoindolines by Heck cyclization
    Satyanarayana, Gedu
    Maier, Martin E.
    [J]. TETRAHEDRON, 2012, 68 (06) : 1745 - 1749
  • [32] REDUCTIVE CYCLIZATION - A METHOD FOR THE SYNTHESIS OF TRICYCLIC COMPOUNDS POSSESSING A BRIDGEHEAD NITROGEN
    LEONARD, NJ
    MIDDLETON, WJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (20) : 5114 - 5118
  • [33] Synthesis of tricyclic and tetracyclic sultones by Pd-catalyzed intramolecular cyclization
    Majumdar, K. C.
    Mondal, Shovan
    Ghosh, Debankan
    [J]. TETRAHEDRON LETTERS, 2009, 50 (33) : 4781 - 4784
  • [34] ASYMMETRIC-SYNTHESIS OF PYRROLIZIDINES BY RADICAL CYCLIZATION
    KEUSENKOTHEN, P
    SMITH, MB
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1989, 197 : 112 - ORGN
  • [35] Oxacycle synthesis via radical cyclization of β-alkoxyacrylates
    Lee, E
    [J]. PURE AND APPLIED CHEMISTRY, 2005, 77 (12) : 2073 - 2081
  • [36] SYNTHESIS OF TRICYCLIC NITROGEN-COMPOUNDS VIA A TANDEM CYCLIZATION-CYCLOADDITION-CATIONIC CYCLIZATION SEQUENCE
    MARINO, JP
    OSTERHOUT, MH
    PRICE, AT
    SEMONES, MA
    PADWA, A
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (19): : 5518 - 5520
  • [37] RADICAL CYCLIZATION AS AN APPROACH TOWARD THE SYNTHESIS OF PYRROLIDINES
    PADWA, A
    NIMMESGERN, H
    WONG, GSK
    [J]. TETRAHEDRON LETTERS, 1985, 26 (08) : 957 - 960
  • [38] Synthesis of (+)-Tacamonine via Stereoselective Radical Cyclization
    Smith, Myles W.
    Ferreira, Jasmin
    Hunter, Roger
    Venter, Gerhard A.
    Su, Hong
    [J]. ORGANIC LETTERS, 2019, 21 (21) : 8740 - 8745
  • [39] RADICAL CYCLIZATION METHODOLOGY TO LIGNANS - SYNTHESIS OF (+/-)-ENTEROLACTONE
    SRIKRISHNA, A
    VENKATESWARLU, S
    DANIELDOSS, S
    SATTIGERI, JA
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1995, 34 (08): : 679 - 681
  • [40] Radical cyclization on solid support:: Synthesis of γ-butyrolactones
    Watanabe, Y
    Ishikawa, S
    Takao, G
    Toru, T
    [J]. TETRAHEDRON LETTERS, 1999, 40 (17) : 3411 - 3414