The potential use of 6-amino-5-methoxy(methyl)-2,3-dimethyl-and 6-amino-5-methoxy(methyl)-1,2,3-trimethyl-indoles in the synthesis of pyrrolo[2,3-f]quinolines

被引：0
|
作者：
Yamashkin S.A. [1 ]
Oreshkina E.A. [2 ]
Romanova I.S. [1 ]
Yurovskaya M.A. [3 ]
机构：
[1] Mordovian N. P. Ogarev State University, Saransk 430000, Mordovia
[2] Mordovian M. E. Evsev'ev State Teaching Institute, Saransk 430007, Mordovia
[3] M. V. Lomonosov State University
来源：
Chem. Heterocycl. Compd. | 2006年 / 1卷 / 86-91期
关键词：
6-amino-1,2,3,5-tetramethylindole; 6-amino-2,3,5-trimethylindole; 6-amino-5-methoxy-1,2,3- trimethylindole; 6-amino-5-methoxy-2,3-dimethylindole; Acetoacetic ester; Acetylacetone; Ethyl 4,4,4-trifluoroacetoacetate; Pyrrolo[2,3-f]quinoline;
D O I：
10.1007/s10593-006-0051-0
中图分类号：
学科分类号：
摘要：
The reaction of 6-amino-2,3-dimethyl- and 6-amino-1,2,3-trimethyl-5- methoxy(methyl)indoles with 4,4,4-trifluoroacetoacetic ester and of 6-amino-5-methoxy-1,2,3-trimethylindole also with other β-dicarbonyl compounds has been studied. It was found that all of the amines investigated undergo condensation readily to form the corresponding enamines while the possible subsequent cyclization to give pyrrolo[2,3-f]quinolines was found only for the condensation product of 6-amino-2,3,5-trimethylindole with 4,4,4-trifluoroacetoacetic ester. ©2006 Springer Science+Business Media, Inc.
引用
收藏
页码：86 / 91
页数：5
相关论文
共 50 条
  • [41] 5-Amino-8-methyl-1,2-dihydrothieno-(and furo)[2,3-h][1,6]naphthyridines
    KingsfordAdaboh, R
    Kashino, S
    Sasaki, K
    Rouf, ASS
    Hirota, T
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1996, 52 : 372 - 375
  • [42] Synthesis of the 6-amino-5-R2-7(6-R1-oxo-3,4-dihydro-2-quinazolinyl)-5H-pyrrolo[2,3-b]pirazine-2,3-dicarbonitriles
    Volovenko, YM
    Dubinina, GG
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2002, (02): : 241 - 247
  • [43] A facile synthesis of 6-amino-2H, 4H-pyrano[2,3-F]pyrazole-5-carbonitriles in deep eutectic solvent
    Manisha R.Bhosle
    Lalit D.Khillare
    Sambhaji T.Dhumal
    Ramrao A.Mane
    Chinese Chemical Letters, 2016, 27 (03) : 370 - 374
  • [44] SYNTHESIS OF 6-METHYL-2-METHOXY-5-NITRO-4-PHENYL-1,4-DIHYDROPYRIMIDINE
    REMENNIKOV, GY
    BOLDYREV, IV
    KRAVCHENKO, SA
    PIROZHENKO, VV
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1993, (09): : 1290 - 1292
  • [45] Synthesis of classical 6-desmethyl and 6-methyl, 5-substituted 2-amino-4-ethyl-pyrrolo[2,3-dipyrimidines as dual inhibitors of thymidylate synthase and dihydrofolate reductase
    Gangjee, A
    Yu, JM
    Kisliuk, RL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 223 : B130 - B130
  • [46] Ethyl 2-amino-6-methyl-4,5,6,7-tetrahydrothieno-[2,3-c]pyridine-3-carboxylate monohydrate
    Chandrakumar, K.
    Kokila, M. K.
    Puttaraja
    Mohan, S.
    Saravanan, J.
    Kulkarni, M. V.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O2457 - O2459
  • [47] AN IMPROVED SYNTHESIS OF NAPHTHO(2,3-D)-1,3-DIOXOLE-5-METHOXY-6-CARBOXYLIC ACID
    ZJAWIONY, J
    PETERSON, JR
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1991, 23 (02) : 163 - 172
  • [48] SYNTHESIS OF 2-(2'-METHOXY-4'-METHYLPHENYL)-6-METHYLHEPT-5-EN-4-ONE AND 2-(2'-METHOXY-5'-METHYLPHENYL)-6-METHYL-HEPT-5-EN-4-ONE
    SANE, PP
    KULKARNI, BS
    VAIDYA, AS
    RAO, AS
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1978, 16 (05): : 366 - 368
  • [49] Synthesis and antimicrobial activity of 3-methyl-substituted 6,8-dimethylthiazolo-[2,3-f]xanthines
    Dianov V.M.
    Bulgakov A.K.
    Pharmaceutical Chemistry Journal, 2006, 40 (10) : 551 - 553
  • [50] 5-ARYLTHIO-6-METHYL-PYRROLO[2,3-D]PYRIMIDINES AS POTENTIAL CLASSICAL AND NONCLASSICAL INHIBITORS OF THYMIDYLATE SYNTHASE
    DEVRAJ, R
    GANGJEE, A
    KISLIUK, RL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1994, 208 : 81 - MEDI
12345