A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas

A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas

Lithiation of N'-benzyl-N,N-dimethylurea and its substituted derivatives with t-BuLi (3.3 equiv) in anhydrous THF at 0 °C followed by reaction with various electrophiles afforded a range of 3-substituted isoindolin-1-ones in high yields.

Bibliographic Details
Main Authors: Keith Smith, Gamal A. El-Hiti, Amany S. Hegazy, Benson Kariuki
Format: Article
Language:English
Published: Beilstein-Institut 2011-09-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
N'-benzyl-N,N-dimethylureas
isoindolin-1-ones
directed lithiation
electrophiles
substitution
synthesis
Online Access:https://doi.org/10.3762/bjoc.7.142
Description
Summary:Lithiation of N'-benzyl-N,N-dimethylurea and its substituted derivatives with t-BuLi (3.3 equiv) in anhydrous THF at 0 °C followed by reaction with various electrophiles afforded a range of 3-substituted isoindolin-1-ones in high yields.
ISSN:1860-5397

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