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通过 1,3-偶极环加成反应高效立体选择性合成 3-螺环戊烯-和 3-螺吡唑-2-氧吲哚。

An efficient stereoselective synthesis of 3-spirocyclopentene- and 3-spiropyrazole-2-oxindoles via 1,3-dipolar cycloaddition reaction.

机构信息

Chemical Sciences and Technology Division, National Institute for Interdisciplinary Science and Technology, Trivandrum-695 019, Kerala, India.

出版信息

Chem Commun (Camb). 2010 Apr 28;46(16):2826-8. doi: 10.1039/b924066g. Epub 2010 Feb 25.

Abstract

The chemistry phosphorus and sulfur ylides have been exploited for a facile, short and efficient synthesis of 3-spirocyclopentene- and 3-spiropyrazole-2-oxindoles from E- and Z-isomers of bromo derivatives of Morita-Baylis-Hillman adducts of isatin with Ph(3)P/activated alkene/K(2)CO(3) and Me(2)S/DEAD/K(2)CO(3), respectively, via [3 + 2]-annulation strategy.

摘要

磷和硫叶立德已被用于从 E-和 Z-异构体的溴代 Morita-Baylis-Hillman 加合物的吲哚与 Ph(3)P/活化烯烃/K(2)CO(3)和 Me(2)S/DEAD/K(2)CO(3)的反应中,通过[3 + 2]-环加成策略,轻松、短时间且高效地合成 3-螺环戊烯-2-氧吲哚和 3-螺吡唑-2-氧吲哚。

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