Palladium-catalyzed desulfitative arylation of 3-haloquinolines with arylsulfinates

Tetrahedron Letters

Volumn 54, Issue 11, 2013, Pages 1471-1474

  Colomb, Julie ^a,b   Billard, Thierry ^a,b  

^a UNIVERSITÉ LYON 1   (France)

^b CERMEP IMAGERIE DU VIVANT   (France)

Author keywords

Arylsulfinates; Cross coupling; Desulfitative coupling; Palladium; Quinoline

Indexed keywords

3 HALOQUINOLINE DERIVATIVE; 8 CHLORO 3 IODOQUINOLINE; 8 CHLORO 3 PHENYLQUINOLINE; 8 METHOXY 3 IODOQUINOLINE; BROMIDE; NITROGEN; PALLADIUM; QUINOLINE DERIVATIVE; SODIUM PHENYLSULFINATE; SULFUR ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ARYLATION; CATALYSIS; CHEMICAL STRUCTURE; CROSS COUPLING REACTION; NUCLEOPHILICITY; SUBSTITUTION REACTION; SYNTHESIS;

EID: 84874931723     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2013.01.018     Document Type: Article

References (17)

1. Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483.
2. Kotha, S.; Lahiri, K.; Kashinath, D. Tetrahedron 2002, 58, 9633-9695.
3. Miyaura, N. In Metal-Catalyzed Cross-Coupling Reactions; de Meijere, A., Diederich, F., Eds.; Wiley-VCH GmbH & KGaA: Weinheim, 2004; Vol. 1, pp 41-124.
4. Baudoin, O. Angew. Chem., Int. Ed. 2007, 46, 1373-1375.
5. Rodriguez, N.; Goossen, L. J. Chem. Soc. Rev. 2011, 40, 5030-5048.
6. Wu, M.; Luo, J.; Xiao, F.; Zhang, S.; Deng, G.-J.; Luo, H.-A. Adv. Synth. Catal. 2012, 354, 335-340.
7. Liu, B.; Guo, Q.; Cheng, Y.; Lan, J.; You, J. Chem. Eur. J. 2011, 17, 13415-13419.
8. Liu, J.; Zhou, X.; Rao, H.; Xiao, F.; Li, C.-J.; Deng, G.-J. Chem. Eur. J. 2011, 17, 7996-7999.
9. Wang, G.-W.; Miao, T. Chem. Eur. J. 2011, 17, 5787-5790.
10. Chen, R.; Liu, S.; Liu, X.; Yang, L.; Deng, G.-J. Org. Biomol. Chem. 2011, 9, 7675-7679.
11. Zhou, X.; Luo, J.; Liu, J.; Peng, S.; Deng, G.-J. Org. Lett. 2011, 13, 1432-1435.
12. Wang, M.; Li, D.; Zhou, W.; Wang, L. Tetrahedron 2012, 68, 1926-1930.
13. Garbes, K. J. Org. Chem. 1970, 35, 3273-3275.
14. Sato, K.; Okoshi, T. EP405389A1, 1991.
15. Sato, K.; Okoshi, T. U.S. Patent 5,159,082, 1992.
16. Zhou, C.; Liu, Q.; Li, Y.; Zhang, R.; Fu, X.; Duan, C. J. Org. Chem. 2012, 77, 10468-10472.
17. Cacchi, S.; Fabrizi, G.; Goggiamani, A.; Parisi, L. M.; Bernini, R. J. Org. Chem. 2004, 69, 5608-5614.