Base-promoted highly efficient synthesis of nitrile-substituted cyclopropanes via Michael-initiated ring closure

A convenient and efficient annulation reaction has been developed for the general synthesis of dinitrile-substituted cyclopropanes in moderate to excellent yields. A variety of 2-arylacetonitriles and α-bromoennitriles were compatible under the standard conditions. The reaction was achieved through...

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Detalles Bibliográficos
Autores principales: Ye, Min, Xu, Fan, Bai, Yun, Zhang, Fanglian, Wang, Wenjia, Qian, Yiping, Chen, Zhengwang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9536251/
https://www.ncbi.nlm.nih.gov/pubmed/36320497
http://dx.doi.org/10.1039/d2ra05393d
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author Ye, Min
Xu, Fan
Bai, Yun
Zhang, Fanglian
Wang, Wenjia
Qian, Yiping
Chen, Zhengwang
author_facet Ye, Min
Xu, Fan
Bai, Yun
Zhang, Fanglian
Wang, Wenjia
Qian, Yiping
Chen, Zhengwang
author_sort Ye, Min
collection PubMed
description A convenient and efficient annulation reaction has been developed for the general synthesis of dinitrile-substituted cyclopropanes in moderate to excellent yields. A variety of 2-arylacetonitriles and α-bromoennitriles were compatible under the standard conditions. The reaction was achieved through tandem Michael-type addition followed by intramolecular cyclization. The preliminary application of this method was confirmed by the synthesis of the 2,4-dioxo-3-azabicyclo[3.1.0]hexane scaffold.
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spelling pubmed-95362512022-10-31 Base-promoted highly efficient synthesis of nitrile-substituted cyclopropanes via Michael-initiated ring closure Ye, Min Xu, Fan Bai, Yun Zhang, Fanglian Wang, Wenjia Qian, Yiping Chen, Zhengwang RSC Adv Chemistry A convenient and efficient annulation reaction has been developed for the general synthesis of dinitrile-substituted cyclopropanes in moderate to excellent yields. A variety of 2-arylacetonitriles and α-bromoennitriles were compatible under the standard conditions. The reaction was achieved through tandem Michael-type addition followed by intramolecular cyclization. The preliminary application of this method was confirmed by the synthesis of the 2,4-dioxo-3-azabicyclo[3.1.0]hexane scaffold. The Royal Society of Chemistry 2022-10-06 /pmc/articles/PMC9536251/ /pubmed/36320497 http://dx.doi.org/10.1039/d2ra05393d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Ye, Min
Xu, Fan
Bai, Yun
Zhang, Fanglian
Wang, Wenjia
Qian, Yiping
Chen, Zhengwang
Base-promoted highly efficient synthesis of nitrile-substituted cyclopropanes via Michael-initiated ring closure
title Base-promoted highly efficient synthesis of nitrile-substituted cyclopropanes via Michael-initiated ring closure
title_full Base-promoted highly efficient synthesis of nitrile-substituted cyclopropanes via Michael-initiated ring closure
title_fullStr Base-promoted highly efficient synthesis of nitrile-substituted cyclopropanes via Michael-initiated ring closure
title_full_unstemmed Base-promoted highly efficient synthesis of nitrile-substituted cyclopropanes via Michael-initiated ring closure
title_short Base-promoted highly efficient synthesis of nitrile-substituted cyclopropanes via Michael-initiated ring closure
title_sort base-promoted highly efficient synthesis of nitrile-substituted cyclopropanes via michael-initiated ring closure
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9536251/
https://www.ncbi.nlm.nih.gov/pubmed/36320497
http://dx.doi.org/10.1039/d2ra05393d
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