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铑催化芳基硼酸与异吲哚酮的加成反应:通往3-芳基-3-羟基氧化吲哚多样性的途径

Rhodium-catalyzed addition of arylboronic acids to isatins: an entry to diversity in 3-aryl-3-hydroxyoxindoles.

作者信息

Toullec Patrick Y, Jagt Richard B C, de Vries Johannes G, Feringa Ben L, Minnaard Adriaan J

机构信息

Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, The Netherlands.

出版信息

Org Lett. 2006 Jun 22;8(13):2715-8. doi: 10.1021/ol0608101.

DOI:10.1021/ol0608101
PMID:16774239
Abstract

[reaction: see text] A general method for the catalytic 1,2-addition of aryl and alkenyl boronic acids to isatins is described using a rhodium(I)/triphenylphosphite catalyst. The application of this transformation allows the synthesis of a variety of 3-aryl-3-hydroxyoxindole building blocks in high yields. An enantioselective version of this reaction using a rhodium(I)/phosphoramidite system is also presented.

摘要

[反应:见正文] 描述了一种使用铑(I)/亚磷酸三苯酯催化剂将芳基硼酸和烯基硼酸催化加成到异吲哚酮上的通用方法。这种转化的应用使得能够高产率地合成各种3-芳基-3-羟基吲哚酮结构单元。还介绍了使用铑(I)/亚磷酰胺体系的该反应的对映选择性版本。

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