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

被引:49
|
作者
Moody, Catherine L. [1 ]
Franckevicius, Vilius [1 ]
Drouhin, Pauline [1 ]
Klein, Johannes E. M. N. [1 ]
Taylor, Richard J. K. [1 ]
机构
[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
关键词
Copper catalysis; Spirocyclic oxindoles; Radical cyclisation; C-H activation; Natural product synthesis; ANION CAPTURE PROCESSES; ENANTIOSELECTIVE SYNTHESIS; SUBSTITUTED OXINDOLES; ALPHA-ARYLATION; PALLADIUM; SPIROOXINDOLES; GELSEMINE; CENTERS; AMIDES; DERIVATIVES;
D O I
10.1016/j.tetlet.2012.01.120
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:1897 / 1899
页数:3
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