A convenient synthesis and structural analysis of novel 4,5,6,7-tetrahydro-1H-indazoles

被引：4
|
作者：
Murugavel, K. [1 ]
Amirthaganesan, S. [2 ]
Mohan, R. T. Sabapathy [1 ,3 ]
机构：
[1] Annamalai Univ, Dept Chem, Annamalainagar 608002, Tamil Nadu, India
[2] Pukyong Natl Univ, Div Image & Informat Engn, Pusan 608739, South Korea
[3] Manonmaniyam Sundaranar Univ, Tirunelveli, Tamil Nadu, India
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2010年 / 46卷 / 03期
关键词：
cyclic beta-keto esters; 1H-indazole; tetrahydroindazole; HMBC; NOESY spectra;
D O I：
10.1007/s10593-010-0505-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new series of t-4-aryl-3,c-6-dihydroxy-6-methyl-4,5,6,7-tetrahydro-1H-indazole-r-5-carboxylic acid isopropyl esters has been synthesized by adopting a conventional method from cyclic beta-keto esters. H-1, C-13 NMR, and IR spectra for all the compounds were investigated. HMBC, HSQC, COSY, and NOESY spectra of the representative compounds were studied. The stereochemistry of a six-membered ring of the fused indazoles resembled that of keto esters. From the HMBC correlations the indazole structure was confirmed as 1H-indazole.
引用
收藏
页码：302 / 306
页数：5
相关论文
共 50 条
  • [1] A convenient synthesis and structural analysis of novel 4,5,6,7-tetrahydro-1H-indazoles
    K. Murugavel
    S. Amirthaganesan
    R. T. Sabapathy Mohan
    Chemistry of Heterocyclic Compounds, 2010, 46 : 302 - 306
  • [2] SYNTHESIS OF 1-SUBSTITUTED 3-(DIALKYLAMINOALKOXY)-4,5,6,7-TETRAHYDRO-1H-INDAZOLES
    SOGA, T
    NIWA, H
    SHIRAISHI, T
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (03) : 825 - 826
  • [3] AlCl3-promoted reaction of cycloalkanones with hydrazones: a convenient direct synthesis of 4,5,6,7-tetrahydro-1H-indazoles and their analogues
    Laroum, Rima
    Berree, Fabienne
    Roisnel, Thierry
    Dorcet, Vincent
    Carboni, Bertrand
    Debache, Abdelmadjid
    TETRAHEDRON LETTERS, 2019, 60 (35)
  • [4] AlCl3-promoted reaction of cycloalkanones with hydrazones: A convenient direct synthesis of 4,5,6,7-tetrahydro-1H-indazoles and their analogues (vol 60, 150988, 2019)
    Laroum, Rima
    Berree, Fabienne
    Roisnel, Thierry
    Dorcet, Vincent
    Carboni, Bertrand
    Debache, Abdelmadjid
    TETRAHEDRON LETTERS, 2019, 60 (40)
  • [5] Layered zirconium sulfophenyl phosphonate as heterogeneous catalyst in the synthesis of pyrazoles and 4,5,6,7-tetrahydro-1(2)H-indazoles
    Curini, M
    Rosati, O
    Campagna, V
    Montanari, F
    Cravotto, G
    Boccalini, M
    SYNLETT, 2005, (19) : 2927 - 2930
  • [6] Pericyclic reactions in divergent synthesis: Application to 4,5,6,7-tetrahydro-1H-benzoimidazoles
    Cotterill, Lynsey J.
    Hall, Michael J.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 241
  • [7] Convenient synthesis of novel N-(5-allyl-7,7-difluoro)-4,5,6,7-tetrahydro-2H-indazol-3-yl)-carboxymides
    Revanna, Chigalli N.
    Raghavendra, Goravanahalli M.
    Nandeesh, Kebbahalli N.
    Bhadregowda, Doddamedur G.
    Rangappa, Kanchugarakoppal S.
    Mantelingu, Kempegowda
    TETRAHEDRON LETTERS, 2013, 54 (38) : 5224 - 5226
  • [8] Synthesis and Biological Activity of 4,5,6,7-Tetrahydro-2H-indazole Derivatives
    Gein, V. L.
    Yankin, A. N.
    Nosova, N. V.
    Levandovskaya, E. B.
    Novikova, V. V.
    Rudakova, I. P.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2019, 89 (06) : 1169 - 1176
  • [9] Synthesis and Biological Activity of 4,5,6,7-Tetrahydro-2H-indazole Derivatives
    V. L. Gein
    A. N. Yankin
    N. V. Nosova
    E. B. Levandovskaya
    V. V. Novikova
    I. P. Rudakova
    Russian Journal of General Chemistry, 2019, 89 : 1169 - 1176
  • [10] Enantioselective synthesis of 4,5,6,7-tetrahydro-4-oxo-benzofuran-5-yl acetate and 1-benzyl-4,5,6,7-tetrahydro-4-oxo-1(H)-indol-5-yl acetate using chemoenzymatic methods
    Demir, Ayhan S.
    Caliskan, Zerrin
    Sahin, Ertan
    JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2007, 44 (3-4) : 87 - 92
12345