A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds

Banwell, Martin G., Jones, Matthew T., Loong, David T. J., Lupton, David W., Pinkerton, David M., Ray, Jayanta K. and Willis, Anthony C. (2010) A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds. Tetrahedron, 66 47: 9252-9262. doi:10.1016/j.tet.2010.09.042


Author Banwell, Martin G.
Jones, Matthew T.
Loong, David T. J.
Lupton, David W.
Pinkerton, David M.
Ray, Jayanta K.
Willis, Anthony C.
Title A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds
Journal name Tetrahedron   Check publisher's open access policy
ISSN 0040-4020
1464-5416
Publication date 2010-11-01
Year available 2010
Sub-type Article (original research)
DOI 10.1016/j.tet.2010.09.042
Open Access Status Not yet assessed
Volume 66
Issue 47
Start page 9252
End page 9262
Total pages 11
Place of publication Kidlington, Oxford, United Kingdom
Publisher Pergamon Press
Language eng
Formatted abstract
The Pd[0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a–e with the brominated heterocycles 2a–f delivers the expected products 3a–j in good to excellent yields. The reductive cyclization of such products, as well as N-acyl derivatives 3k, l, and m, has been investigated and provided the C-3 mono-substituted oxindoles 5a–d, f, g, k, and m, the direct reduction products 4i and j or indole 5l. 
Keyword Cross coupling
Oxindoles
Reductive cyclization
Ullmann reaction
Derivatives
Products
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Non-UQ

Document type: Journal Article
Sub-type: Article (original research)
Collection: School of Chemistry and Molecular Biosciences
 
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