BASE-CATALYZED ELECTROPHILIC SUBSTITUTION IN 2(1H)-QUINOLINONES

被引:0
|
作者
GONZALEZ, R
RAMOS, MT
DELACUESTA, E
AVENDANO, C
机构
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Instead of tandem conjugate addition-alpha-alkylation to C3=C4 double bond of 2(1H)- quinolinones, regioselective C3-lithiation and subsequent C3-alkylation takes place by reaction with two equivalents of n-butyllithium and several electrophiles.
引用
收藏
页码:315 / 322
页数:8
相关论文
共 50 条
  • [1] Base-Catalyzed Electrophilic Trifluoromethylthiolation of Terminal Alkynes
    Alazet, Sebastien
    Zimmer, Luc
    Billard, Thierry
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (41) : 10814 - 10817
  • [2] Metallation of methoxy-2(1H)-quinolinones
    Moreno, T
    Fernandez, M
    delaCuesta, E
    Avendano, C
    HETEROCYCLES, 1996, 43 (04) : 817 - 828
  • [3] ELECTROPHILIC SUBSTITUTION AT SATURATED CARBON .26. BASE-CATALYZED INTRAMOLECULAR 1,3- AND 1,5-PROTON TRANSFER
    CRAM, DJ
    WILLEY, F
    FISCHER, HP
    RELLES, HM
    SCOTT, DA
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (12) : 2759 - &
  • [4] Base-Catalyzed Tandem Cyclization: Diastereoselective Access to the 3,4-Dihydroisoquinolin-2(1H)-one Core
    Shirsat, Prashishkumar K.
    Khomane, Navnath B.
    Meshram, Sneha H.
    Sridhar, Balasubramanian
    Meshram, Harshadas M.
    Kumbhare, Ravindra M.
    SYNTHESIS-STUTTGART, 2019, 51 (06): : 1473 - 1481
  • [5] Synthesis of 2(1H)-Quinolinones via Pd-Catalyzed Oxidative Cyclocarbonylation of 2-Vinylanilines
    Ferguson, Jamie
    Zeng, Fanlong
    Alwis, Natacha
    Alper, Howard
    ORGANIC LETTERS, 2013, 15 (08) : 1998 - 2001
  • [7] A NEW APPROACH TO THE SYNTHESIS OF SUBSTITUTED 2(1H)-QUINOLINONES
    THEODORIDIS, G
    MALAMAS, P
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (04) : 849 - 852
  • [8] TRANSFORMATION OF QUINAZOLINE INTO 2(1H)-QUINOLINONES WITH ALKANOIC ANHYDRIDES
    HIGASHINO, T
    GOTO, A
    MIYASHITA, A
    HAYASHI, E
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1986, 34 (10) : 4352 - 4355
  • [9] ELECTROPHILIC SUBSTITUTION AT SATURATED CARBON .27. CARBANIONS AS INTERMEDIATES IN BASE-CATALYZED METHYLENE-AZOMETHINE REARRANGEMENT
    CRAM, DJ
    GUTHRIE, RD
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (24) : 5760 - &
  • [10] A NEW APPROACH TO THE SYNTHESIS OF SUBSTITUTED 2(1H)QUINOLINONES
    THEODORIDIS, G
    MALAMAS, P
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 201 : 64 - ORGN