Direct Access for the Regio- and Stereoselective Synthesis of N-Alkenylpyrazoles and Chromenopyrazoles

被引：14
|
作者：
Kurma, Siva Hariprasad [1 ,2 ]
Sridhar, Balasubramanian [3 ]
Bhimapaka, China Raju [1 ,2 ]
机构：
[1] CSIR Indian Inst Chem Technol, Dept Organ Synth & Proc Chem, Hyderabad 500007, India
[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
[3] CSIR Indian Inst Chem Technol, Dept Analyt & Struct Chem, Hyderabad 500007, India
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 03期
关键词：
ONE-POT SYNTHESIS; REGIOSELECTIVE SYNTHESIS; FACILE SYNTHESIS; PYRAZOLES; HYDRAZONES; ALKYNES; TOSYLHYDRAZONES; DERIVATIVES; HYDRAZIDES; COMPLEXES;
D O I：
10.1021/acs.joc.0c02421
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly regio- and stereoselective method was developed for the preparation of N-alkenylpyrazoles and chromenopyrazoles by the reaction of N-tosylhydrazones and salicyl N-tosylhydrazones with alkynes under neat conditions in the presence of La(OTf)(3). The present study was found to be efficient and convenient for direct access to N-alkenylpyrazoles and chromenopyrazoles through C-C, C-N, and C-O bond forming reactions. Structure assignment of N-alkenylpyrazole compound 5c was confirmed by X-ray analysis.
引用
收藏
页码：2271 / 2282
页数：12
相关论文
共 50 条
  • [1] Regio- and Stereoselective Synthesis of Benzoquinolizidines
    Alekszi-Kaszas, Anna
    Kafer-Beke, Klara
    Varga, Tamas R.
    Benyei, Attila
    Kovacs, Tibor
    Mandi, Attila
    Kurtan, Tibor
    Simon, Andras
    Nemes, Peter
    CHEMISTRYSELECT, 2022, 7 (09):
  • [2] A regio- and stereoselective synthesis of β-amino alcohols
    Department of Chemistry, Fudan University, Shanghai 200433, China
    SYNTH. COMMUN., 10 (1677-1683):
  • [3] A novel regio- and stereoselective synthesis of isoindolines
    Kukkola, PJ
    Bilci, NA
    Ikeler, TJ
    TETRAHEDRON LETTERS, 1996, 37 (29) : 5065 - 5068
  • [4] Regio- and stereoselective synthesis of fluoroalkenes and fluoroalkadienes
    Yoshida, M
    Ota, D
    Fukuhara, T
    Yoneda, N
    Hara, S
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, Royal Society of Chemistry (03): : 384 - 389
  • [5] Regio- and stereoselective synthesis of new diaminocyclopentanols
    Larin, Evgeni A.
    Kochubei, Valeri S.
    Atroshchenko, Yuri M.
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2014, 10 : 2513 - 2520
  • [6] Regio- and stereoselective synthesis of vicinal fluorohydrins
    Haufe, G
    JOURNAL OF FLUORINE CHEMISTRY, 2004, 125 (06) : 875 - 894
  • [7] Metal Mediated Synthesis of 2-thiazolines: Access to Regio- and Stereoselective N,S-heterocycles
    Popy, Dilruba A.
    CHEMISTRYSELECT, 2021, 6 (14): : 3553 - 3562
  • [8] Regio- and stereoselective synthesis of functionalized N-Boc-2-alkynylcyclopropylamines
    V. D. Gvozdev
    K. N. Shavrin
    M. P. Egorov
    Russian Chemical Bulletin, 2022, 71 : 1830 - 1833
  • [9] Regio- and stereoselective synthesis of functionalized N-Boc-2-alkynylcyclopropylamines
    Gvozdev, V. D.
    Shavrin, K. N.
    Egorov, M. P.
    RUSSIAN CHEMICAL BULLETIN, 2022, 71 (08) : 1830 - 1833
  • [10] Efficient regio- and stereoselective access to novel fluorinated β-aminocyclohexanecarboxylates
    Kiss, Lorand
    Nonn, Melinda
    Sillanpaa, Reijo
    Fustero, Santos
    Fulop, Ferenc
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2013, 9 : 1164 - 1169
12345