Copper-catalyzed N-arylation of oxindoles

Tetrahedron Letters

Volumn 47, Issue 40, 2006, Pages 7137-7138

  Phillips, Dean P ^a   Hudson, Andrew R ^a   Nguyen, Bao ^a   Lau, Thomas L ^a   McNeill, Matthew H ^a   Dalgard, Jackline E ^a   Chen, Jyun Hung ^a   Penuliar, Richard J ^a   Miller, Todd A ^a   Zhi, Lin ^a  

^a LIGAND PHARMACEUTICALS INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BROMIDE; COPPER; DIAMINE; IODIDE; OXINDOLE;

ARTICLE; ARYLATION; CATALYSIS; CATALYST; REACTION ANALYSIS; SUBSTITUTION REACTION;

EID: 33747893261     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.08.004     Document Type: Article

References (15)

1. For reviews, see:. Ley S.V., and Thomas A.W. Angew. Chem., Int. Ed. 42 (2003) 5400-5449
2. Kunz K., Scholz U., and Ganzer D. Synlett (2003) 2428-2439
3. Lindley J. Tetrahedron 40 (1984) 1433-1456
4. Ullmann F. Ber. Dtsch. Chem. Ges. 36 (1903) 2389-2391
5. Goldberg I. Ber. Dtsch. Chem. Ges. 39 (1906) 1691-1696
6. Sugahara M., and Ukita T. Chem. Pharm. Bull. 45 (1997) 719-721
7. Klapers A., Antilla J.C., Huang X., and Buchwald S.L. J. Am. Chem. Soc. 123 (2001) 7727-7729
8. Antilla J.C., Klapers A., and Buchwald S.L. J. Am. Chem. Soc. 124 (2002) 11684-11688
9. Kwong F.Y., and Buchwald S.L. Org. Lett. 5 (2003) 793-796
10. Antilla J.C., Baskin J.M., Barder T.E., and Buchwald S.L. J. Org. Chem. 69 (2004) 5578-5587
11. Strieter E.R., Blackmond E.I., and Buchwald S.L. J. Am. Chem. Soc. 127 (2005) 4120-4121
12. Przheval'skii N.M., and Grandberg I.I. Chem. Heterocycl. Compd. (Engl. Transl.) 7 (1982) 716-719
13. Sarges R., Howard H.R., Koe B.K., and Weissman A. J. Med. Chem. 32 (1989) 437-444
14. Increasing the catalytic loading of the diamine led to no deterioration in yield.
15. 3CN is an atypical solvent choice for this type of reaction but was found to be optimal for this system.