Asymmetric synthesis of 3-aryl-substituted 2,3-dihydro-1H-isoindol-1-ones

被引：0
|
作者：
Enders, Dieter [1 ]
Braig, Volker [1 ]
Raabe, Gerhard [1 ]
机构：
[1] Institut für Organische Chemie, R.-Westfalische Techn. Hochschule, Professor-Pirlet-Straße 1, 52074 Aachen, Germany
来源：
Canadian Journal of Chemistry | 2001年 / 79卷 / 11期
关键词：
Substitution reactions;
D O I：
10.1139/v01-140
中图分类号：
O6 [化学]; TQ03 [化学反应过程]; TQ02 [化工过程（物理过程及物理化学过程）];
学科分类号：
0703 ; 081701 ; 081704 ;
摘要：
The first asymmetric synthesis of 3-aryl substituted 2,3-dihydro-1H-isoindol-1-ones via a tandem nucleophilic 1,2-addition ring closure procedure from SAMP and (or) RAMP hydrazones and subsequent oxidative cleavage of the auxiliary is reported.
引用
收藏
页码：1528 / 1535
相关论文
共 50 条
  • [1] Asymmetric synthesis of 3-aryl-substituted 2,3-dihydro-1H-isoindol-1-ones
    Enders, D
    Braig, V
    Raabe, G
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 2001, 79 (11): : 1528 - 1535
  • [2] Asymmetric synthesis of 3-hetero-substituted 2,3-dihydro-1H-isoindol-1-ones
    Deniau, E
    Enders, D
    Couture, A
    Grandclaudon, P
    TETRAHEDRON-ASYMMETRY, 2005, 16 (04) : 875 - 881
  • [3] A new synthetic route to highly enantioenriched 3-substituted-2,3-dihydro-1H-isoindol-1-ones
    Deniau, E
    Enders, D
    Couture, A
    Grandclaudon, P
    TETRAHEDRON-ASYMMETRY, 2003, 14 (15) : 2253 - 2258
  • [4] SYNTHESIS OF 2,3-DIHYDRO-2-ALKYL-3-(SUBSTITUTED AMINO)-1H-ISOINDOL-1-ONES - 2-ALKYLATION OF 2,3-DIHYDRO-3-(SUBSTITUTED AMINO)-1H-ISOINDOL-1-ONES IN A PHASE-TRANSFER CATALYST SYSTEM
    SATO, R
    SENZAKI, T
    GOTO, T
    SAITO, M
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (09) : 2950 - 2952
  • [5] One-Pot Synthesis of 3-Alkoxy-2,3-dihydro-1H-isoindol-1-ones by the Reactions of 2-(Azidomethyl)benzoates with NaH
    Kobayashi, Kazuhiro
    Chikazawa, Yuuki
    Ezaki, Kosuke
    HELVETICA CHIMICA ACTA, 2015, 98 (05) : 604 - 610
  • [6] A new and versatile synthetic route to 2-dimethylamino-3-alkyl and arylmethylene-2,3-dihydro-1H-isoindol-1-ones
    Deniau, E
    Enders, D
    TETRAHEDRON LETTERS, 2002, 43 (45) : 8055 - 8058
  • [7] A convenient synthesis of 2-alkyl-3-aryl-2,3-dihydro-1H-isoindol-1-ones by the reaction of N-alkyl-N-[(2-bromophenyl)methyl]benzamides with butyllithium
    Kobayashi, Kazuhiro
    Chikazawa, Yuuki
    TETRAHEDRON, 2016, 72 (33) : 5100 - 5105
  • [8] ONE-POT SYNTHESIS OF 2-SUBSTITUTED 3-THIOXO-2,3-DIHYDRO-1H-ISOINDOL-1-ONES BY THE REACTION OF N-SUBSTITUTED 2,N-DILITHIOBENZAMIDES WITH ISOTHIOCYANATES
    Kobayashi, Kazuhiro
    Fujiwara, Daiki
    HETEROCYCLES, 2017, 94 (09) : 1759 - 1765
  • [9] The discovery and synthesis of novel adenosine substituted 2,3-dihydro-1H-isoindol-1-ones:: potent inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1)
    Jagtap, PG
    Southan, GJ
    Baloglu, E
    Ram, S
    Mabley, JG
    Marton, A
    Salzman, A
    Szabó, C
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (01) : 81 - 85
  • [10] Synthesis of 2-Aryl-2,3-dihydro-3-sulfanyl-1H-isoindol-1-ones by Pummerer-Type Cyclization of N-Aryl-2-(sulfinylmethyl)benzamides
    Kobayashi, Kazuhiro
    Hashimoto, Hiroo
    Suzuki, Teruhiko
    Konishi, Hisatoshi
    HELVETICA CHIMICA ACTA, 2011, 94 (11) : 2002 - 2009
12345