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.

Detalles Bibliográficos
Autores principales: Smith, Keith, El-Hiti, Gamal A, Hegazy, Amany S, Kariuki, Benson
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3182431/
https://www.ncbi.nlm.nih.gov/pubmed/21977206
http://dx.doi.org/10.3762/bjoc.7.142
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author Smith, Keith
El-Hiti, Gamal A
Hegazy, Amany S
Kariuki, Benson
author_facet Smith, Keith
El-Hiti, Gamal A
Hegazy, Amany S
Kariuki, Benson
author_sort Smith, Keith
collection PubMed
description 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.
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spelling pubmed-31824312011-10-05 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 S Kariuki, Benson Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2011-09-06 /pmc/articles/PMC3182431/ /pubmed/21977206 http://dx.doi.org/10.3762/bjoc.7.142 Text en Copyright © 2011, Smith et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Smith, Keith
El-Hiti, Gamal A
Hegazy, Amany S
Kariuki, Benson
A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas
title A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas
title_full A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas
title_fullStr A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas
title_full_unstemmed A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas
title_short A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas
title_sort simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of n'-benzyl-n,n-dimethylureas
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3182431/
https://www.ncbi.nlm.nih.gov/pubmed/21977206
http://dx.doi.org/10.3762/bjoc.7.142
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