Suzuki coupling reactions in heterocyclic chemistry: Synthesis of 3-substituted pyrrolines and pyrroles

被引：0
|
作者：
Hercouet, A
Neu, A
Peyronel, JF
Carboni, B
机构：
[1] Univ Rennes 1, Inst Chim, CNRS, UMR 6510,SESO, F-35042 Rennes, France
[2] Aventis Pharma, Paris Res Ctr, F-94403 Vitry Sur Seine, France
来源：
SYNLETT | 2002年 / 05期
关键词：
boronic esters; pyrroline; pyrrole; Suzuki-Miyaura coupling reactions;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple preparation of N-substituted 3-pyrroline boromic esters from primary amines is described. The Suzuki-Miyaura coupling of these heterocycles with aryl halides proceeds in good yields. Alternatively, oxidation with DDQ or MnO2 gives the corresponding pyrroles, which can be also engaged in subsequent palladium cross-coupling reactions.
引用
收藏
页码：829 / 831
页数：3
相关论文
共 50 条
  • [41] The synthesis of 3-substituted pyrrolidines
    Kurkin, A. V.
    Sumtsova, E. A.
    Yurovskaya, M. A.
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2007, (01): : 41 - 48
  • [42] SYNTHESIS OF 3-SUBSTITUTED AMINOQUINAZOLINONES
    SOMASEKHARA, S
    MUKHERJEE, SL
    DIGHE, VS
    MANKAD, PR
    INDIAN JOURNAL OF CHEMISTRY, 1964, 2 (09): : 369 - &
  • [43] SYNTHESIS OF 3-SUBSTITUTED FURANS
    DASILVA, GVJ
    PELISSON, MMM
    CONSTANTINO, MG
    TETRAHEDRON LETTERS, 1994, 35 (40) : 7327 - 7330
  • [44] Synthesis of 3-substituted pyrrolidines
    Kurkin A.V.
    Sumtsova E.A.
    Yurovskaya M.A.
    Chem. Heterocycl. Compd., 2007, 1 (34-40): : 34 - 40
  • [45] Synthesis of 3-substituted furylethylamines
    Shevchenko, NE
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1999, (02): : 187 - 189
  • [46] SYNTHESIS OF 3-SUBSTITUTED FURANS
    ZAMOJSKI, A
    KOZLUK, T
    JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (06): : 1089 - 1090
  • [47] Regioselective Synthesis of 3-Substituted Pyrroles by Nucleophilic Addition of 3-(1-Arylsulfonylalkyl) Pyrroles Activated under Basic or Acid Conditions
    Martinelli, Fabio
    Palmieri, Alessandro
    Petrini, Marino
    CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (26) : 7183 - 7187
  • [48] Radical Reactions for the Synthesis of 3-Substituted Chroman-4-ones
    Xiong, Li
    Hu, Hao
    Wei, Chuan-Wan
    Yu, Bing
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (11) : 1588 - 1597
  • [49] SYNTHESIS OF 3-SUBSTITUTED ISOCOUMARINES IN REACTIONS OF HOMOPHTHALIC ANHYDRIDE AND ITS DERIVATIVES
    MUCENIECE, DK
    ROTBERG, YT
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1977, (11): : 1487 - 1489
  • [50] SYNTHESIS AND REACTIONS OF 3-SUBSTITUTED ISOINDOLENONES FROM ORTHO-CYANOBENZALDEHYDE
    SATO, R
    SENZAKI, T
    GOTO, T
    SAITO, M
    HETEROCYCLES, 1986, 24 (01) : 259 - 259
12345