LEWIS ACID-CATALYZED ELECTROPHILIC SUBSTITUTION OF INDOLES .13. REACTION OF INDOLE WITH PHORONE

被引：0
|
作者：
BANERJI, J [1 ]
SAHA, M [1 ]
KANRAR, S [1 ]
CHAKRABARTI, R [1 ]
GROVER, NJ [1 ]
机构：
[1] GURUDAS COLL,DEPT CHEM,CALCUTTA 700054,INDIA
来源：
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1993年 / 32卷 / 07期
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：
A new spiroindolenine 3H-indolo-3-spiro-4'(3',3',5',5-tetramethyl)-1'-cyclohexanone (1), and an interesting dimer of indole, 2,6-bis(3-indolyl)-2,6-dimethyl-4-heptanone (2) have been obtained from the reaction of indole with phorone in the presence of BF3.Et2O. The structures of these products have been settled on the basis of their PMR and C-13 NMR data.
引用
收藏
页码：730 / 732
页数：3
相关论文
共 50 条
  • [41] LEWIS ACID-CATALYZED REARRANGEMENT OF TRITERPENOIDS
    CHATTERJEE, A
    MUKHOPADHYAY, S
    CHATTOPADHYAY, K
    TETRAHEDRON, 1976, 32 (24) : 3051 - 3053
  • [42] ALPHA-HALOGENOKETONES .13. CHROMONE EPOXIDES - THEIR SYNTHESIS AND ACID-CATALYZED REARRANGEMENT
    DONNELLY, JA
    MALONEY, DE
    TETRAHEDRON, 1979, 35 (24) : 2875 - 2881
  • [43] Synthesis and Lewis acid-catalyzed nucleophilic substitution of chiral 1-alkoxyalkyl carboxylates
    Matsutani, H
    Ichikawa, S
    Yaruva, J
    Kusumoto, T
    Hiyama, T
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (19) : 4541 - 4542
  • [44] AROMATIC ELECTROPHILIC SUBSTITUTION BY HYDROGEN .3. THE MECHANISM OF THE ACID-CATALYZED DECARBOXYLATION OF AROMATIC ALDEHYDES
    SCHUBERT, WM
    ZAHLER, RE
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (01) : 1 - 9
  • [45] DFT study on the electrophilic aromatic substitution catalyzed by Lewis acids
    Vos, AM
    Schoonheydt, RA
    De Proft, F
    Geerlings, P
    JOURNAL OF CATALYSIS, 2003, 220 (02) : 333 - 346
  • [46] Brønsted acid-catalyzed synthesis of sulfinamidines and sulfinimidate esters through electrophilic fluorination and substitution
    Li, Min
    Wang, Jingyu
    Ou, Xiongfei
    Yu, Jingxun
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2025,
  • [47] AROMATIC ELECTROPHILIC SUBSTITUTION BY HYDROGEN .4. THE MECHANISM OF THE ACID-CATALYZED DECARBOXYLATION OF AROMATIC ACIDS
    SCHUBERT, WM
    DONOHUE, J
    GARDNER, JD
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (01) : 9 - 14
  • [48] An asymmetric Bronsted acid-catalyzed FriedelCrafts reaction of indoles with cyclic N-sulfimines
    Lee, Sang Gyu
    Kim, Sung-Gon
    RSC ADVANCES, 2017, 7 (54) : 34283 - 34286
  • [49] Phosphoric Acid Catalyzed Electrophilic Thiocyanation of Indoles: Access to SCN-Containing Aryl-Indole Compounds
    Ye, Ai-Hui
    Li, Zi-Hao
    Ding, Tong-Mei
    Ke, Hua
    Chen, Zhi-Min
    CHEMISTRY-AN ASIAN JOURNAL, 2022, 17 (11)
  • [50] Chiral phosphoric acid-catalyzed enantioselective Aza-Friedel-Crafts reaction of Indoles
    Terada, Masahiro
    Yokoyama, Shigeko
    Sorimachi, Keiichi
    Uraguchi, Daisuke
    ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (11-12) : 1863 - 1867
12345