Highly diastereoselective one-pot synthesis of spirocyclic oxindoles through intramolecular ullmann coupling and claisen rearrangement

被引：92

作者：

Miyamoto, H

Okawa, Y

Nakazaki, A

Kobayashi, S

机构：

[1] Tokyo Univ Sci, Fac Pharmaceut Sci, Noda, Chiba 2788510, Japan

[2] Sankyo Co Ltd, Proc Dev Labs, Hiratsuka, Kanagawa 2548560, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 14期

关键词：

cyclization; domino reactions; oxindoles; sigmatropic rearrangement; spiro compounds;

D O I：

10.1002/anie.200504247

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) An efficient and convenient approach to the synthesis of spirocyclic oxindoles from iodoindoles involves a sequential intramolecular C-O Ullmann coupling reaction and Claisen rearrangement (see scheme). The one-pot procedure affords 3-spiro-2-oxindoles in good yield with excellent diastereoselectivities. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：2274 / 2277

页数：4

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