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
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.
引用
收藏
页码:2274 / 2277
页数:4
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