Nickel-Catalyzed Transannulation Reaction of 1,2,3,4-Benzothiatriazin-1,1(2H)-dioxide with Alkyne and the Detailed Investigation of Reaction Mechanism

被引:0
|
作者
Thorat, Vijaykumar H. [1 ]
Chuang, Ya-Chu [1 ]
Hsieh, Chung-Hung [1 ]
Hsieh, Jen-Chieh [1 ]
机构
[1] Tamkang Univ, Dept Chem, New Taipei City 251301, Taiwan
关键词
Nickel Catalysis; Denitrogenative Reaction; Transannulation; Cycloaddition reaction; Sultam; SULTAMS; COMPLEXES; DESIGN;
D O I
10.1002/adsc.202500231
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Herein, we provide two nickel complexes and a series of control experiments to study the mechanism of the nickel-catalyzed transannulation reaction of 1,2,3,4-benzo-thiatriazin-1,1(2H)-dioxide with aryne and alkyne in detail. In addition, we provide a new protocol for the cycloaddition of 1,2,3,4-benzothiatriazin-1,1(2H)-dioxide with alkyne on the basis of a similar reaction pathway.
引用
收藏
页数:8
相关论文
共 50 条
  • [41] A Computational Study on the Mechanism for the K2CO3-catalyzed Reaction of Carbon Dioxide and 1-Chlo-2-propanol
    Zhang Fu-Lan
    Wan Bang-Jiang
    Huang Hui-Sheng
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2012, 31 (01) : 93 - 99
  • [42] 2-Benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-Dioxide
    Broumidis, Emmanouil
    Patterson, Samuel B. H.
    Rosair, Georgina M.
    Koutentis, Panayiotis A.
    Kalogirou, Andreas S.
    MOLBANK, 2024, 2024 (01)
  • [43] TILCOTIL STUDIES .2. [4 + 2] ADDITIONS WITH ISOTHIAZOL-3(2H)-ONE 1,1-DIOXIDE
    BURRI, KF
    HELVETICA CHIMICA ACTA, 1990, 73 (01) : 69 - 80
  • [44] 4-Organochalcogenoyl-1H-1,2,3-triazoles: synthesis and functionalization by a nickel-catalyzed Negishi cross-coupling reaction
    Stefani, Helio A.
    Leal, Daiana M.
    Manarin, Flavia
    TETRAHEDRON LETTERS, 2012, 53 (48) : 6495 - 6499
  • [45] REACTION OF TROPONE WITH 1,2,3,4-TETRACHLOROCYCLOPENTADIENE - A NOVEL REARRANGEMENT REACTION TO FULVENES
    KITAHARA, Y
    MURATA, I
    FUNAMIZU, M
    ASANO, T
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1964, 37 (10) : 1399 - 1403
  • [47] Multi-component reaction for the preparation of 1,5-disubstituted 1,2,3-triazoles by in-situ generation of azides and nickel-catalyzed azide-alkyne cycloaddition
    Camberlein, Virgyl
    Kraupner, Nicolas
    Karroum, Nour Bou
    Lipka, Emmanuelle
    Deprez-Poulain, Rebecca
    Deprez, Benoit
    Bosc, Damien
    TETRAHEDRON LETTERS, 2021, 73
  • [48] One-Pot Tandem Nickel-Catalyzed α-Vinyl Aldol Reaction and Cycloaddition Approach to [1,2,3]Triazolo[1,5-a]quinolines
    Borra, Satheesh
    Kim, Hun Young
    Oh, Kyungsoo
    ORGANIC LETTERS, 2023, 25 (01) : 288 - 292
  • [49] 1,2,3,4-TETRAHYDRO-5H-1,4-BENZODIAZEPINONE-5 BY SCHMIDT REACTION FROM 1,2,3,4-TETRAHYDROQUINOLINONE-4
    WUNSCH, KH
    STAHNKE, KH
    GOMOLL, P
    ZEITSCHRIFT FUR CHEMIE, 1970, 10 (06): : 219 - &
  • [50] Trojan Horse particle invariance for 2H(d,p)3H reaction: a detailed study
    Pizzone, R. G.
    Spitaleri, C.
    Bertulani, C. A.
    Mukhamedzhanov, A. M.
    Blokhintsev, L.
    La Cognata, M.
    Lamia, L.
    Rinollo, A.
    Sparta, R.
    Tumino, A.
    INPC 2013 - INTERNATIONAL NUCLEAR PHYSICS CONFERENCE, VOL. 2, 2014, 66