Efficient entry to diversely functionalized spirocyclic oxindoles from isatins through carbonyl-addition/cyclization reaction sequences

被引：118

作者：

Alcaide, B

Almendros, P

Rodríguez-Acebes, R

机构：

[1] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain

[2] Univ Complutense Madrid, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 06期

关键词：

D O I：

10.1021/jo0525027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel approach to diversely functionalized spirocyclic oxindoles has been developed by using different metal-mediated carbonyl-addition/cyclization reaction sequences. Spirocyclization precursors, 2-indolinonetethered homoallylic alcohols, (buta-1,3-dien-2-yl)methanols, and alpha-allenols have been obtained by regioselective addition of stabilized organoindium reagents to isatins in aqueous environment. Ruthenium-, silver-, and palladium-catalyzed reactions of the above unsaturated alcohol derivatives provided oxaspiro oxindoles.

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页码：2346 / 2351

页数：6

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