REGIOSELECTIVITY OF THE DIELS-ALDER REACTIONS OF 2,5,8(1H)-QUINOLINETRIONES

被引:28
|
作者
PEREZ, JM
VIDAL, L
GRANDE, MT
MENENDEZ, JC
AVENDANO, C
机构
[1] Departamento de Química Orgánica, Farmacéutica. Facultad de Farmacia, Universidad Complutense.
关键词
D O I
10.1016/S0040-4020(01)85276-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diels-Alder reactions of 2,5,8(1H)-quinolinetriones were completely regioselective for all the unsymmetrical dienes tested, except in the case of isoprene. This corresponds to a level of regioselectivity higher than the one found by previous workers for 5,8-quinolinequinone.
引用
收藏
页码:7923 / 7932
页数:10
相关论文
共 50 条
  • [1] Hetero Diels-Alder reactions of 4,5,8(1H)-quinolinetriones
    Blanco, MD
    Avendano, C
    Menendez, JC
    TETRAHEDRON, 1997, 53 (33) : 11465 - 11480
  • [2] Diels-Alder reactions of 5,6-dihydro-2(1H)-pyridones
    Casamitjana, N
    López, V
    Jorge, A
    Bosch, J
    Molins, F
    Roig, A
    TETRAHEDRON, 2000, 56 (24) : 4027 - 4042
  • [3] New findings in hetero Diels-Alder reactions of quinolinetriones
    Blanco, MD
    Alonso, MA
    Avendano, C
    Menendez, JC
    TETRAHEDRON, 1996, 52 (16) : 5933 - 5944
  • [4] DIELS-ALDER REACTIONS OF THE HETERODIENE SYSTEM IN 2(1H)-PYRAZINONES
    TUTONDA, M
    VANDERZANDE, D
    VEKEMANS, J
    TOPPET, S
    HOORNAERT, G
    TETRAHEDRON LETTERS, 1986, 27 (22) : 2509 - 2512
  • [5] Regioselectivity in Hetero Diels-Alder Reactions
    Grosso, Carla
    Liber, Marta
    Brigas, Amadeu F.
    Pinho e Melo, Teresa M. V. D.
    Lemos, Americo
    JOURNAL OF CHEMICAL EDUCATION, 2019, 96 (01) : 148 - 152
  • [6] REGIOSELECTIVITY IN DIELS-ALDER REACTIONS OF PYRANOBENZOQUINONES
    ZULOAGA, F
    TAPIA, R
    QUINTANAR, C
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1995, (05): : 939 - 943
  • [7] Mechanism and regioselectivity of Diels-Alder reactions of nitrocyclohexene
    Mackey, Joel Loren
    Houk, Kendall N.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 239
  • [8] CATALYSIS AND REGIOSELECTIVITY OF QUINONE DIELS-ALDER REACTIONS
    HENDRICKSON, JB
    SINGH, V
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (15) : 837 - 838
  • [9] Silica gel-supported hetero Diels-Alder reactions of quinolinetriones
    Perez, JM
    LopezAlvarado, P
    Alonso, MA
    Avendano, C
    Menendez, JC
    TETRAHEDRON LETTERS, 1996, 37 (38) : 6955 - 6958
  • [10] A FRIEDLANDER APPROACH TO 3-SUBSTITUTED 2,5,8-(1H)-QUINOLINETRIONES
    BLANCO, MD
    AVENDANO, C
    CABEZAS, N
    MENENDEZ, JC
    HETEROCYCLES, 1993, 36 (06) : 1387 - 1398