A novel tandem bicyclization to form an indenopyran ring system

被引:24
作者
Chakraborty, M [1 ]
McConville, DB [1 ]
Saito, T [1 ]
Meng, HH [1 ]
Rinaldi, PL [1 ]
Tessier, CA [1 ]
Youngs, WJ [1 ]
机构
[1] Univ Akron, Dept Chem, Akron, OH 44325 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(98)01779-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new palladium-copper catalyzed intramolecular acetylene-zipper type bicyclization between alkyne and hydroxy functionality of an alkynyl hydroquinone has been observed to give a highly conjugated ring system. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8237 / 8240
页数:4
相关论文
共 32 条
  • [1] [Anonymous], J CHEM REV
  • [2] ARCADI A, 1986, SYNTHESIS-STUTTGART, P749
  • [3] BALDWIN KP, 1995, SYNLETT, P1215
  • [4] CORRELATION OF PROTON AND N-15 CHEMICAL-SHIFTS BY MULTIPLE QUANTUM NMR
    BAX, A
    GRIFFEY, RH
    HAWKINS, BL
    [J]. JOURNAL OF MAGNETIC RESONANCE, 1983, 55 (02) : 301 - 315
  • [5] CANDIANI I, 1993, SYNLETT, P269
  • [6] INDOLES BENZOFURANS PHTHALIDES AND TOLANES VIA COPPER(1) ACETYLIDES
    CASTRO, CE
    GAUGHAN, EJ
    OWSLEY, DC
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (12) : 4071 - +
  • [7] A novel high-yield synthesis of substituted isoindolequinones
    Chakraborty, M
    McConville, DB
    Koser, GF
    Tessier, CA
    Saito, T
    Rinaldi, PL
    Youngs, WJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (23) : 8193 - 8197
  • [8] Tandem [4+2]/[3+2] cycloadditions of nitroalkenes
    Denmark, SE
    Thorarensen, A
    [J]. CHEMICAL REVIEWS, 1996, 96 (01) : 137 - 165
  • [9] A VERSATILE AND CONVENIENT SYNTHESIS OF BENZOFURANS
    DOAD, GJS
    BARLTROP, JA
    PETTY, CM
    OWEN, TC
    [J]. TETRAHEDRON LETTERS, 1989, 30 (13) : 1597 - 1598
  • [10] INTERMOLECULAR REACTION OF NITROXIDE RADICALS WITH BIRADICAL INTERMEDIATES GENERATED FROM AROMATIC ENEDIYNES
    GRISSOM, JW
    GUNAWARDENA, GU
    [J]. TETRAHEDRON LETTERS, 1995, 36 (28) : 4951 - 4954