Copper-catalysed approach to spirocyclic oxindoles via a direct C-H, Ar-H functionalisation

Moody, Catherine L. and Franckevicius, Vilius and Drouhin, Pauline and Klein, Johannes E. M. N. and Taylor, Richard J. K. (2012) Copper-catalysed approach to spirocyclic oxindoles via a direct C-H, Ar-H functionalisation. Tetrahedron Letters, 53 (15). pp. 1897-1899. ISSN 0040-4039

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Abstract

A practical and efficient entry to spirocyclic oxindoles from readily accessible anilide precursors, using only catalytic amounts of an inexpensive copper salt together with air as the sole re-oxidant, is described. In addition to providing access to a broad range of spiro-oxindole products, the utility of this method is demonstrated in a formal synthesis of the natural product, horsfiline. (C) 2012 Elsevier Ltd. All rights reserved.

Item Type:
Journal Article
Journal or Publication Title:
Tetrahedron Letters
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/3000/3002
Subjects:
?? ALPHA-ARYLATIONPALLADIUMCENTERSSPIROOXINDOLESNATURAL PRODUCT SYNTHESISENANTIOSELECTIVE SYNTHESISC-H ACTIVATIONGELSEMINEDERIVATIVESSUBSTITUTED OXINDOLESAMIDESCOPPER CATALYSISSPIROCYCLIC OXINDOLESANION CAPTURE PROCESSESRADICAL CYCLISATIONBIOCHEMISTRYORGANIC ??
ID Code:
62814
Deposited By:
Deposited On:
15 Mar 2013 08:55
Refereed?:
Yes
Published?:
Published
Last Modified:
21 Sep 2023 01:30