Stereospecific synthesis of 2-acyl-4-alkyl-3-aryl-2,3,3a,4-tetrahydroindeno[1,2-c]pyrazoles

被引:0
|
作者
Trimeche, B
Gharbi, R
Mighri, Z [1 ]
Martin, MT
机构
[1] Fac Sci Monastir, Lab Chim Subst Nat & Synth Organ, Monastir 5000, Tunisia
[2] CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
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
Stereospecific synthesis of trans-2-acyl-4-alkyl-3-aryl-2,3,3a,4-tetrahydroindeno[1,2-c]pyrazoles 3 has been performed by the two-steps reaction between 3-alkyl-2-arylidene-1-indanones 1 and hydrazine followed by acylation of the pyrazolenic intermediate 2. Structure and stereochemistry of compounds 3 have been elucidated by. IR measurements and NMR techniques : monodimensional : H-1, C-13; two-dimensional homonuclear H-1-H-1 (COSY, NOESY) and two-dimensional heteronuclear H-1-C-13 (HMQC, HMBC).
引用
收藏
页码:473 / 478
页数:6
相关论文
共 50 条
  • [1] Synthesis and biological evaluation of novel 6, 7-dimethoxy-3-(4-pyridyl)-2,3,3a, 4-tetrahydroindeno[1,2-c]pyrazol-2-yl-4-substituted phenylmethanone/ethanone derivatives
    Ali, Mohamed Ashraf
    Ismail, Rusli
    Choon, Tan Soo
    Elumalai, Manogaran
    Kumar, Suresh
    Osman, Hasnah
    Govidasamy, Jeyabalan
    Yadav, Rajesh
    Yadav, Garima
    Kour, Ravinder
    Vyas, Swati
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2012, 27 (01) : 155 - 159
  • [2] SYNTHESIS OF 3,3A-TRANS/CIS-2-PHENYL/ACETYL-3-ARYL-TETRAHYDROINDENO/NAPHTHO[1,2-C]PYRAZOLES AND HEXAHYDROBENZO[6,7]CYCLOHEPTA[1,2-C]PYRAZOLES AS ANTIIMPLANTATION AGENTS
    SINHA, AK
    RASTOGI, SN
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1991, 30 (07): : 684 - 692
  • [3] 2,3,3a,4,5,9b-hexahydro-4-phenylfuro-[3,2-c]quinoline
    Ravikumar, K
    Sridhar, B
    Mahesh, M
    Reddy, VVN
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O542 - O544
  • [4] A Simple Efficient Procedure for the Stereoselective Synthesis of trans-2,3,3a,4-Tetrahydro-3-aryl-2-(4-carboxyphenyl)[1]benzopyrano[4,3-c]pyrazoles and their [1]Benzothiopyrano Analogues
    Levai, Albert
    Jeko, Jozsef
    ACTA CHIMICA SLOVENICA, 2009, 56 (03) : 566 - 570
  • [5] HETEROCYCLES .17. SYNTHESIS OF NEW SUBSTITUTED 2,3,3A,4,5,6-HEXAHYDROBENZO[6,7]CYCLOHEPTA[1,2-C]PYRAZOLES AND RELATED-COMPOUNDS
    ELRAYYES, NR
    BAHTITI, NH
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (01) : 209 - 214
  • [6] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME 6-ARYLIDENE-3-ARYL-2,3,3a,4,5,6-HEXAHYDROCYCLOPENTA [c] PYRAZOLES/OXAZOLES
    Azam, Md. Afzal
    Gomathy, S.
    Alam, F.
    Suresh, B.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 18 (02) : 157 - 160
  • [7] 4-(4-Nitrophenyl)-2,3,3a,4,5,9b-hexahydrofuro[3,2-c]quinoline
    Ravikumar, K
    Sridhar, B
    Mahesh, M
    Reddy, VVN
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O1419 - O1421
  • [8] SYNTHESIS OF 1-PHENYL-3-ARYL-[1]BENZOFURANO[3,2-C]-PYRAZOLES
    JOSHI, MG
    WADODKAR, KN
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1981, 20 (10): : 930 - 931
  • [9] 4-(4-Bromophenyl)-2,3,3a,4,5,11c-hexahydrobenzo[f]furo[3,2-c]quinoline
    Wu, Nan
    Zhang, Rongli
    Li, Xinnian
    Xu, Xin
    Xu, Zhou
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O2285 - U2200
  • [10] Fused heterocycles. 8 [1]. An efficient procedure for the stereoselective synthesis of trans-2,3,3a,4-tetrahydro-3-aryl-2-phenyl[1]benzopyrano[4,3-c]pyrazoles and their [1]benzothiopyrano analogues
    Levai, A
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1998, 35 (01) : 13 - 16