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简单高效的微波辅助异吲哚酮N-烷基化反应

Simple and efficient microwave assisted N-alkylation of isatin.

作者信息

Shmidt María Sol, Reverdito Ana María, Kremenchuzky Lautaro, Perillo Isabel Amalia, Blanco María Mercedes

机构信息

Departamento de Química Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junín 956 (1113) Buenos Aires, República Argentina.

出版信息

Molecules. 2008 Apr 10;13(4):831-40. doi: 10.3390/molecules13040831.

Abstract

We present herein the results of microwave promoted N-alkylations of isatin (1)with different alkyl, benzyl and functionalized alkyl halides. Reactions were carried out under different conditions, always employing methodologies compatible with MW assisted chemistry. Generation of isatin anion employing diverse bases and solvents or using the preformed isatin sodium salt was tested. The best results were achieved using K(2)CO(3) or Cs(2)CO(3) and a few drops of N,N-dimethylformamide or N-methyl-2-pyrrolidinone. These reactions present noteworthy advantages over those carried out employing conventional heating.

摘要

我们在此展示了微波促进异吲哚酮(1)与不同烷基、苄基及官能化卤代烃进行N-烷基化反应的结果。反应在不同条件下进行,始终采用与微波辅助化学兼容的方法。测试了使用不同碱和溶剂生成异吲哚酮阴离子,或使用预先形成的异吲哚酮钠盐的情况。使用碳酸钾(K₂CO₃)或碳酸铯(Cs₂CO₃)以及几滴N,N-二甲基甲酰胺或N-甲基-2-吡咯烷酮可获得最佳结果。与采用传统加热进行的反应相比,这些反应具有显著优势。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6da7/6245312/82797a0999f8/molecules-13-00831-g001.jpg

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