Synthesis of spiropyrazolines via 1,3-dipolar cycloaddition of nitrilimines

被引：23
|
作者：
Jedlovská, E [1 ]
Lévai, A
Tóth, G
Balázs, B
Fisera, L
机构：
[1] Slovak Univ Technol Bratislava, Dept Organ Chem, SK-81237 Bratislava, Slovakia
[2] Lajos Kossuth Univ, Dept Organ Chem, H-4010 Debrecen, Hungary
[3] Tech Univ Budapest, Inst Gen & Analyt Chem, Tech Anal Res Grp, Hungarian Acad Sci, H-1111 Budapest, Hungary
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 1999年 / 36卷 / 04期
关键词：
D O I：
10.1002/jhet.5570360442
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The regio- and stereoselective synthesis of spiropyrazolines 7 and 8 via 1,3-dipolar cycloaddition of C-2-(5-nitrofuryl)-N-methylnitrilimine, C-2-(5-nitrofuryl)-N-phenylnitrilimine and C-4-nitrophenyl-N-methylnitrilimine to (E)-3-benzylidenechromanone (1), -1-thiochromanone 2, -1-tetralone 3 and (E)-3-benzylidene-flavanone (4) is reported. The relative configuration and conformations of the spiropyrazolines were elucidated by various nmr methods.
引用
收藏
页码：1087 / 1090
页数：4
相关论文
共 50 条
  • [1] Regioselective Synthesis of Mono- and Dispiropyrazoline Derivatives via 1,3-dipolar Cycloaddition with Nitrilimines
    Rouatbi, Fadwa
    Mhiri, Chourouk
    Askri, Moheddine
    Knorr, Michael
    Rousselin, Yoann
    Kubicki, Marek M.
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (02) : 1152 - 1160
  • [2] Synthesis of Spirobidihydropyrazole through Double 1,3-Dipolar Cycloaddition of Nitrilimines with Allenoates
    Liu, Honglei
    Jia, Hao
    Wang, Bo
    Xiao, Yumei
    Guo, Hongchao
    [J]. ORGANIC LETTERS, 2017, 19 (18) : 4714 - 4717
  • [3] Synthesis of celecoxib via 1,3-dipolar cycloaddition
    Oh, Lynette M.
    [J]. TETRAHEDRON LETTERS, 2006, 47 (45) : 7943 - 7946
  • [4] DFT study of double 1,3-dipolar cycloaddition of nitrilimines with allenoates
    Soleymani, Mousa
    [J]. MONATSHEFTE FUR CHEMIE, 2018, 149 (12): : 2183 - 2193
  • [5] INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION OF NITRILIMINES BEARING ALKENYL GROUPS
    SHIMIZU, T
    HAYASHI, Y
    ISHIKAWA, S
    TERAMURA, K
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1982, 55 (08) : 2456 - 2459
  • [6] Chemoselectivity in 1,3-Dipolar Cycloaddition Reactions of Nitrilimines with Multifunctionalized Dipolarophiles
    Shawali, Ahmad S.
    [J]. CURRENT ORGANIC CHEMISTRY, 2014, 18 (05) : 598 - 614
  • [7] DFT study of double 1,3-dipolar cycloaddition of nitrilimines with allenoates
    Mousa Soleymani
    [J]. Monatshefte für Chemie - Chemical Monthly, 2018, 149 : 2183 - 2193
  • [8] A computational study of the 1,3-dipolar cycloaddition reaction mechanism for nitrilimines
    Mawhinney, RC
    Muchall, HM
    Peslherbe, GH
    [J]. CANADIAN JOURNAL OF CHEMISTRY, 2005, 83 (09) : 1615 - 1625
  • [9] 1,3-DIPOLAR CYCLOADDITION REACTIONS OF 1,4-BENZOQUINONES WITH NITRILIMINES
    ARGYROPOULOS, NG
    MENTZAFOS, D
    TERZIS, A
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (07) : 1983 - 1988
  • [10] Synthesis of pyrazolines via 1,3-dipolar cycloaddition reactions
    Singh, Himanshu
    Kumar, Rajnish
    Mazumder, Avijit
    [J]. SYNTHETIC COMMUNICATIONS, 2023, 53 (11) : 755 - 770
12345