3,4-bis(trimethylsilyl)-1H-pyrrole: a versatile building block for unsymmetrically 3,4-disubstituted pyrroles

被引:25
作者
Chan, HW [1 ]
Chan, PC [1 ]
Liu, JH [1 ]
Wong, HNC [1 ]
机构
[1] CHINESE UNIV HONG KONG,DEPT CHEM,SHATIN,NEW TERR,HONG KONG
关键词
D O I
10.1039/a703921b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
3,4-Bis(trimethylsilyl)-1H-pyrrole 1c functions as a versatile building block for the construction of unsymmetrically 3,4-disubstituted pyrroles through the use of stepwise regiospecific ipso mono-halogenation, Sonogashira cross-coupling reactions and Suzuki cross-coupling reactions; the advantages of this strategy lie in its stepwise manner as well as in its prospect of yielding 3,4-disubstituted pyrroles with diverse substitution patterns.
引用
收藏
页码:1515 / 1516
页数:2
相关论文
共 37 条
  • [1] SYNTHESIS OF 3-ARYLPYRROLES AND 3-PYRROLYLACETYLENES BY PALLADIUM-CATALYZED COUPLING REACTIONS
    ALVAREZ, A
    GUZMAN, A
    RUIZ, A
    VELARDE, E
    MUCHOWSKI, JM
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06) : 1653 - 1656
  • [2] ANH HH, 1992, NEW J CHEM, V16, P1047
  • [3] ARBUZOV BA, 1951, J GEN CHEM USSR, V21, P99
  • [4] Convergent syntheses of the pyrrolic marine natural products lamellarin-O, lamellarin-Q, lukianol-A and some more highly oxygenated congeners
    Banwell, MG
    Flynn, BL
    Hamel, E
    Hockless, DCR
    [J]. CHEMICAL COMMUNICATIONS, 1997, (02) : 207 - 208
  • [5] BARETON TJ, 1985, J ORG CHEM, V500, P5881
  • [6] BARTON DHR, 1990, TETRAHEDRON, V46, P7587
  • [7] BENNETAU B, 1993, SYNLETT, P171
  • [8] BONTEVILLE G, 1971, B SOC CHIM FR, P3264
  • [9] N-(TRIISOPROPYLSILYL)PYRROLE - A PROGENITOR PAR EXCELLENCE OF 3-SUBSTITUTED PYRROLES
    BRAY, BL
    MATHIES, PH
    NAEF, R
    SOLAS, DR
    TIDWELL, TT
    ARTIS, DR
    MUCHOWSKI, JM
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (26) : 6317 - 6328
  • [10] A BIO-ELECTRONIC INTERFACE USING FUNCTIONALIZED CONDUCTING POLY(PYRROLES)
    COOPER, JM
    MORRIS, DG
    RYDER, KS
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (06) : 697 - 698