PALLADIUM-CATALYZED COUPLING OF HETEROAROMATIC TRIFLATES WITH ACETYLENE AND ITS APPLICATION FOR A DYNEMICIN-A INTERMEDIATE

被引:40
|
作者
OKITA, T [1 ]
ISOBE, M [1 ]
机构
[1] NAGOYA UNIV,SCH AGR SCI,ORGAN CHEM LAB,NAGOYA,AICHI 46401,JAPAN
关键词
D O I
10.1016/0040-4020(95)00118-R
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An acetylene moiety was introduced to a carbonyl carbon of amide group via its triflate in the presence of palladium catalyst, The reaction proceeded smoothly under mild conditions. Utilizing this methodology, a model compound of dynemicin A bearing acetylene group was synthesized.
引用
收藏
页码:3737 / 3744
页数:8
相关论文
共 50 条
  • [1] PALLADIUM-CATALYZED COUPLING OF NAPHTHYL TRIFLATES WITH ORGANOSTANNANES
    CRISP, GT
    PAPADOPOULOS, S
    AUSTRALIAN JOURNAL OF CHEMISTRY, 1988, 41 (11) : 1711 - 1715
  • [2] PALLADIUM-CATALYZED COUPLING OF ARYL TRIFLATES WITH ORGANOSTANNANES
    ECHAVARREN, AM
    STILLE, JK
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) : 5478 - 5486
  • [3] PALLADIUM-CATALYZED COUPLING OF ORGANOTINSULFIDES WITH HETEROAROMATIC HALIDES
    CHEN, JX
    CRISP, GT
    SYNTHETIC COMMUNICATIONS, 1992, 22 (05) : 683 - 686
  • [4] INTRODUCTION OF ACETYLENE MOIETY INTO AMIDE-CARBONS VIA PD-COUPLING AND ITS APPLICATION FOR A MODEL OF DYNEMICIN-A
    OKITA, T
    ISOBE, M
    SYNLETT, 1994, (08) : 589 - 590
  • [5] PALLADIUM-CATALYZED CARBONYLATIVE COUPLING OF ARYL TRIFLATES WITH ORGANOSTANNANES
    ECHAVARREN, AM
    STILLE, JK
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (05) : 1557 - 1565
  • [6] Palladium-catalyzed coupling of pyrazole triflates with arylboronic acids
    Dvorak, CA
    Rudolph, DA
    Ma, S
    Carruthers, NI
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (10): : 4188 - 4190
  • [7] A General Palladium-Catalyzed Carbonylative Sonogashira Coupling of Aryl Triflates
    Wu, Xiao-Feng
    Sundararaju, Basker
    Neumann, Helfried
    Dixneuf, Pierre H.
    Beller, Matthias
    CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (01) : 106 - 110
  • [8] A general palladium-catalyzed coupling of aryl bromides/triflates and thiols
    Itoh, T
    Mase, T
    ORGANIC LETTERS, 2004, 6 (24) : 4587 - 4590
  • [9] PALLADIUM-CATALYZED COUPLING OF ARENE CHROMIUM TRICARBONYL TRIFLATES WITH ORGANOSTANNANES
    GILBERT, AM
    WULFF, WD
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1994, 207 : 29 - INOR
  • [10] SYNTHESIS OF ANTHRAQUINONE DERIVATIVES BY PALLADIUM-CATALYZED COUPLING OF TRIFLATES WITH STANNANES
    TAMAYO, N
    ECHAVARREN, AM
    PAREDES, MC
    FARINA, F
    NOHEDA, P
    TETRAHEDRON LETTERS, 1990, 31 (36) : 5189 - 5192