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离子液体负载在二氧化硅上的磺酸钠:一种用于吲哚在水中进行迈克尔反应的中性催化体系。

Silica-supported sodium sulfonate with ionic liquid: a neutral catalyst system for Michael reactions of indoles in water.

作者信息

Gu Yanlong, Ogawa Chikako, Kobayashi Shū

机构信息

Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, Japan Science and Technology Agency, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

出版信息

Org Lett. 2007 Jan 18;9(2):175-8. doi: 10.1021/ol062446b.

DOI:10.1021/ol062446b
PMID:17217258
Abstract

A neutral catalytic system for Michael reactions of indoles has been developed by combining silica-supported benzenesulfonic acid sodium salt with hydrophobic ionic liquid in water. An efficient hydrophobic environment could be created on the surface of the silica-sodium material under the conditions. Various indole derivatives and alpha,beta-unsaturated carbonyl compounds including some acid-labile substrates were successfully applied to this system with water as the sole solvent to afford the desired Michael adducts in high yields. [structure: see text].

摘要

通过将二氧化硅负载的苯磺酸钠盐与疏水性离子液体在水中相结合,开发出了一种用于吲哚迈克尔反应的中性催化体系。在此条件下,可在二氧化硅-钠材料表面形成高效的疏水环境。各种吲哚衍生物和α,β-不饱和羰基化合物,包括一些对酸不稳定的底物,都成功应用于该体系,以水作为唯一溶剂,高产率地得到了所需的迈克尔加成物。[结构:见原文]

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