RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
PDF herunterladen
Synthesis 2017; 49(23): 5211-5216
DOI: 10.1055/s-0036-1590879
DOI: 10.1055/s-0036-1590879
paper
Copper-Catalyzed C–S Cross-Coupling Reaction: S-Arylation of Arylthioureas
Autor*innen
We thank the National Natural Science Foundation of China (21302150), Hubei Provincial Department of Education (D20131501), Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry [2012]1707, foundation of Chutian distinguished fellow from Hubei Provincial Department of Education, foundation of High-end Talent Cultivation Program from Wuhan Institute of Technology.
Weitere Informationen
Publikationsverlauf
Received: 22. Juni 2017
Accepted after revision: 19. Juli 2017
Publikationsdatum:
22. August 2017 (online)
Abstract
A simple and efficient copper-catalyzed S-arylation of arylthioureas was developed. Arylthioureas were smoothly converted into aryl-isothioureas with good yield by copper-catalyzed S-arylation. The features of this method include the use of a ligand-free catalyst, good yield, short reaction time, and broad substrate scope. The method provides a facile and convenient preparation of some potentially biologically active compounds.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1590879.
- Supporting Information (PDF) (opens in new window)
-
References and Notes
- 1 Bean GJ. Flickinger ST. Westler WM. McCully ME. Sept D. Weibel DB. Amann KJ. Biochemistry 2009; 48: 4852
- 2 Perlovich GL. Proshin AN. Volkova TV. Kurkov SV. Grigoriev VV. Petrova LN. Bachurin SO. J. Med. Chem. 2009; 52: 1845
- 3 Latosinska JN. Latosinska M. Seliger J. Zagar V. Maurin JK. Kazimierczuk Z. J. Phys. Chem. A 2012; 116: 1445
- 4 Polucci P. Magnaghi P. Angiolini M. Alessio RD. J. Med. Chem. 2013; 56: 437
- 5 Zhang J. McCarthy TJ. Moore WM. Currie MG. Welch MJ. J. Med. Chem. 1996; 39: 5110
- 6 Shearer BG. Lee S. Oplinger JA. Frick LW. Garvey EP. Furfine ES. J. Med. Chem. 1997; 40: 190
- 7 Katritzky R. Vvedensky V. Rogovoy BV. Kovalenko K. Torres E. Forood B. J. Comb. Chem. 2002; 4: 285
- 8 Khalili G. Monatsh. Chem. 2015; 146: 1891
- 9 Ley K. Eholzer DU. Angew. Chem. 1966; 78: 672
- 10 Biswas K. Greaney MF. Org. Lett. 2011; 13: 4946
- 11 Katritzky R. Cai XH. Rogovoy BV. Katritzky AR. J. Comb. Chem. 2003; 5: 392
- 12 Katritzky AR. Rogovoy B. Klein C. Insuasty H. Vvedensky V. Insuasty B. J. Org. Chem. 2001; 66: 2854
- 13 Liu M. Zeng MT. Xu W. Chang CZ. Liu X. Zhu H. Li YS. Dong ZB. J. Chem. Res. 2017; 47: 165
- 14 Xu W. Zeng MT. Liu M. Liu X. Chang CZ. Zhu H. Dong ZB. Chem. Lett. 2017; 46: 641
- 15 Zeng MT. Xu W. Liu M. Liu X. Chang CZ. Zhu H. Dong ZB. SynOpen 2017; 1: 1
- 16 Xu W. Zeng MT. Liu M. Liu X. Chang CZ. Zhu H. Dong ZB. J. Sulfur Chem. 2017;
- 17 Chang CZ. Xu W. Zeng MT. Liu M. Liu X. Zhu H. Dong ZB. Synth. Commun. 2017; 47: 1262
- 18 Rogovoy B. Vvedenskiy V. Cai X. Chassaing C. Katritzky AR. Forood B. Lion Bioscience A.-G. . WO 2003095396, 2003
- 19 Gross M. Held P. Vogel R. VEB Fahlberg-List, Chemische und Pharmazeutische Fabriken; DE 2035907, 1971