27309-54-2Relevant academic research and scientific papers
Iodine-Promoted Synthesis of 4-Aryl-2-(arylsulfonyl)quinolones by Desulfurative C-S Cross-Coupling Reaction of Quinoline-2-thiones with Sodium Sulfinates
Yang, Guo-Chao,Wang, Xi-Chun,Quan, Zheng-Jun
, p. 1527 - 1531 (2020/08/24)
An iodine-induced sulfonylation of quinoline-2-thiones with sodium arenesulfinates as sulfur sources for the synthesis of 4-aryl-2-(arylsulfonyl)quinoline derivatives is described. The 4-aryl-2-(arylsulfonyl)quinoline derivatives can be obtained in a moderate to good yields. This C-S bond cleavage and C-S cross-coupling proceeds in the absence of a metal under inexpensive and nontoxic conditions and it displays a broad substrate scope.
Palladium-Catalyzed/Copper-Mediated Desulfurization and Aryl- ation of Quinoline-2-(1 H)-thione for Rapid Access to Quinoline Derivatives
Guo, Fu-Hu,Lu, Hai-Long,Quan, Zheng-Jun,Wang, Tong-Lin,Wang, Xi-Cun
, p. 893 - 900 (2020/03/13)
An efficient method for carbon-carbon bond formation is described. The process employs the palladium-catalyzed and copper-mediated cross-coupling of quinoline-2-(1 H)-thiones with arylboronic acids or alkynes through C-S bond cleavage without an inert atm
Transition-Metal-Free Desulfinative Cross-Coupling of Heteroaryl Sulfinates with Grignard Reagents
Wei, Jun,Liang, Huamin,Ni, Chuanfa,Sheng, Rong,Hu, Jinbo
supporting information, (2019/02/05)
A mild cross-coupling reaction of heteroaryl sulfinates with Grignard reagents has been developed under transition-metal-free conditions. This study provides an example of the SO22- as a leaving group in an aromatic system and an effective methodology for the construction of C-C bond.
Base-controlled chemoselectivity reaction of vinylanilines with isothiocyanates for synthesis of quinolino-2-thione and 2-aminoquinoline derivatives
Zhang, Xi,Wang, Tong-Lin,Huo, Cong-De,Wang, Xi-Cun,Quan, Zheng-Jun
supporting information, p. 3114 - 3117 (2018/03/28)
Here, we report a base-controlled chemo-selective reaction of vinylanilines with alkyl/aryl isothiocyanates to afford quinolino-2-thione and 2-aminoquinoline derivatives. The quinolino-2-thiones could be obtained in high yields in the presence of Et3N. Particularly interesting is that the reaction could produce the 2-aminoquinolines in the presence of K3PO4 with high selectivity.
Base-catalyzed thio-lactamization of 2-(1-arylvinyl)anilines with CS2 for the synthesis of quinoline-2-thiones
Wang, Tong-Lin,Liu, Xiao-Jun,Huo, Cong-De,Wang, Xi-Cun,Quan, Zheng-Jun
, p. 499 - 502 (2018/01/19)
Here we show that the base-catalyzed thio-lactamization of 2-(1-arylvinyl)anilines with CS2 is a powerful methodology to synthesize quinoline-2-thiones. This thio-lactamization uses inexpensive and versatile 2-(1-arylvinyl)anilines, which are easily available from the reaction of amines and alkynes. Compared to the known strategy in the literature, this method features the advantages like a short synthesis step and easily available starting materials.
One-pot synthesis of quinoline-2(1H)-thiones from 2-isocyanostyrenes via electrocyclic reaction of the corresponding 2-isothiocyanatestyrenes
Kobayashi, Kazuhiro,Fujita, Seiki,Fukamachi, Shuhei,Konishi, Hisatoshi
experimental part, p. 3378 - 3382 (2010/02/28)
The reaction of a-substituted 2-isocyanostyrenes, which could be readily prepared from commercially available 2-aminophenyl ketones or 2-aminobenzonitriles, with sulfur in the presence of a catalytic amount of selenium proceeded smoothly to give the corre
TfOH-promoted transformation from 2-alkynylphenyl isothiocyanates to quinoline-2-thiones or indoles
Otani, Takashi,Kunimatsu, Shinichi,Takahashi, Taku,Nihei, Hiroshi,Saito, Takao
supporting information; experimental part, p. 3853 - 3856 (2009/10/11)
A variety of 4-arylquinoline-2-thiones and 3-arylthieno[2,3-b]indoles were synthesized in high yields via TfOH-promoted tandem Friedel-Crafts alkenylation-cyclization reactions of 2-alkynylphenyl isothiocyanates.
Synthesis of quinoline-2-thiones via tandem indium(III)-promoted friedel-crafts alkenylation-cyclization of 2-alkynylphenyl isothiocyanates
Otani, Takashi,Kunimatsu, Shinichi,Nihei, Hiroshi,Abe, Yuko,Saito, Takao
, p. 5513 - 5516 (2008/09/17)
A new approach to the synthesis of 4-aryl- or 4-arylthioquinoline-2-thiones via indium(III) reagent-mediated tandem Friedel-Crafts alkenylation-cyclization of 2-alkynylphenyl isothiocyanates is described.
