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

Smith, Keith, El-Hiti, Gamal A., Hegazy, Amany Saber and Kariuki, Benson 2011. A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas. Beilstein Journal of Organic Chemistry 7 , pp. 1219-1227. 10.3762/bjoc.7.142

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Abstract

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.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: N'-benzyl-N,N-dimethylureas; isoindolin-1-ones; directed lithiation; electrophiles; substitution; synthesis
Publisher: Beilstein-Institut
ISSN: 1860-5397
Date of First Compliant Deposit: 30 March 2016
Last Modified: 04 Jun 2017 02:49
URI: http://orca-mwe.cf.ac.uk/id/eprint/12506

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