SYNTHESIS OF ISOQUINOLINES FROM INDANONES - TOTAL SYNTHESIS OF ILLUDININE

被引：0
|
作者：
SHANKER, PS [1 ]
RAO, GSRS [1 ]
机构：
[1] INDIAN INST SCI,DEPT ORGAN CHEM,BANGALORE 560012,KARNATAKA,INDIA
来源：
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1993年 / 32卷 / 12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：
Schmidt reaction of 5-methoxy or 7-methoxyindan-1-ones or their derivatives results exclusively in isocarbostyrils which are converted into 6-methoxy or 8-methoxyisoquinolines in good yields. This strategy has been extended to the total synthesis of illudinine methyl ester (1b) starting from methyl 8-methoxy-2,2-dimethyl-7-oxo-1,2,3,5,6,7-hexahydro-s-indacene-4-carboxylate (4).
引用
收藏
页码：1209 / 1213
页数：5
相关论文
共 50 条
  • [31] CYCLOPALLADATED IMINES IN SYNTHESIS .2. A NEW SYNTHESIS OF ISOQUINOLINES
    GIRLING, IR
    WIDDOWSON, DA
    TETRAHEDRON LETTERS, 1982, 23 (41) : 4281 - 4284
  • [32] Palladium-catalysed synthesis of isoquinolines
    Pilgrim, Ben S.
    Donohoe, Timothy J.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 242
  • [33] SYNTHESIS OF 3-METHYL ISOQUINOLINES
    GOVINDACHARI, TR
    JOURNAL OF ORGANIC CHEMISTRY, 1953, 18 (10): : 1253 - 1262
  • [34] SYNTHESIS OF ISOQUINOLINES BY THE USE OF ACETAMIDOMALONIC ESTER
    GALAT, A
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (07) : 1738 - 1739
  • [35] Photochemical synthesis of benz[h]isoquinolines
    Abbott, Belinda M.
    Ferrari, Frank D.
    Harnor, Suzannah J.
    Barnes, John C.
    Marquez, Rodolfo
    TETRAHEDRON, 2008, 64 (22) : 5072 - 5078
  • [36] An unusual synthesis of tetrahydrobenzo[f]isoquinolines
    Pratap, Ramendra
    Raghunandan, Resmi
    Maulik, P. R.
    Ram, Vishnu Ji
    TETRAHEDRON LETTERS, 2007, 48 (45) : 7982 - 7985
  • [37] METHYLTHIO ACTIVATING GROUPS IN THE SYNTHESIS OF ISOQUINOLINES
    EUERBY, MR
    WAIGH, RD
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (02) : 127 - 128
  • [38] FIRST TOTAL SYNTHESIS OF THE 2,7-NAPHTHYRIDINE ALKALOID NEOZEYLANICINE AND UNEXPECTED FORMATION OF ISOQUINOLINES FROM ETHOXYVINYL PYRIDINES
    BRACHER, F
    MINK, K
    LIEBIGS ANNALEN, 1995, (04): : 645 - 647
  • [39] A concise synthesis of 2-benzoyl-1-indanones and 1-indanones from 2-aryl-1-tetralones
    Kumari, Anusueya
    Singh, Saurabh Kumar
    Singh, Raj Bahadur
    Bhunia, Sabyasachi
    Ghosh, Partha
    SYNTHETIC COMMUNICATIONS, 2020, 50 (15) : 2313 - 2318
  • [40] SYNTHESIS OF ISOQUINOLINES FROM BENZYLAMINOACETONITRILES .1. COMPOUNDS PREPARED FROM VERATRYLAMINE
    HARCOURT, DN
    WAIGHT, RD
    JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (05): : 967 - +
12345