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Construct indeno[1,2-b]oxepine or cis-cyclopropylacrylate by sulfur ylides

For the first time, the [4 + 3] or [2 + 1] annulation of crotonate-derived sulfur ylides with arylidenemalononitrile or arylidene-1H-indene-1,3(2H)-dione is reported using Na(2)CO(3) as the base. This protocol is advantageous as it does not require prior preparation of arylidenemalononitrile or aryl...

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Autores principales: Chen, Qinfang, Pan, Yihao, Zhao, Dongxin, Yang, Weiran, Zheng, Jing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9054534/
https://www.ncbi.nlm.nih.gov/pubmed/35516651
http://dx.doi.org/10.1039/d0ra03919e
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author Chen, Qinfang
Pan, Yihao
Zhao, Dongxin
Yang, Weiran
Zheng, Jing
author_facet Chen, Qinfang
Pan, Yihao
Zhao, Dongxin
Yang, Weiran
Zheng, Jing
author_sort Chen, Qinfang
collection PubMed
description For the first time, the [4 + 3] or [2 + 1] annulation of crotonate-derived sulfur ylides with arylidenemalononitrile or arylidene-1H-indene-1,3(2H)-dione is reported using Na(2)CO(3) as the base. This protocol is advantageous as it does not require prior preparation of arylidenemalononitrile or arylidene-1H-indene-1,3(2H)-dione substrates, due to the independent participation of the base in the two reactions. This mild, operationally multicomponent process can be employed for the transformation of a wide variety of commercially available aldehydes into the corresponding indeno[1,2-b]oxepine or cyclopropyl acrylate core in moderate to excellent yields under mild conditions.
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spelling pubmed-90545342022-05-04 Construct indeno[1,2-b]oxepine or cis-cyclopropylacrylate by sulfur ylides Chen, Qinfang Pan, Yihao Zhao, Dongxin Yang, Weiran Zheng, Jing RSC Adv Chemistry For the first time, the [4 + 3] or [2 + 1] annulation of crotonate-derived sulfur ylides with arylidenemalononitrile or arylidene-1H-indene-1,3(2H)-dione is reported using Na(2)CO(3) as the base. This protocol is advantageous as it does not require prior preparation of arylidenemalononitrile or arylidene-1H-indene-1,3(2H)-dione substrates, due to the independent participation of the base in the two reactions. This mild, operationally multicomponent process can be employed for the transformation of a wide variety of commercially available aldehydes into the corresponding indeno[1,2-b]oxepine or cyclopropyl acrylate core in moderate to excellent yields under mild conditions. The Royal Society of Chemistry 2020-06-08 /pmc/articles/PMC9054534/ /pubmed/35516651 http://dx.doi.org/10.1039/d0ra03919e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Chen, Qinfang
Pan, Yihao
Zhao, Dongxin
Yang, Weiran
Zheng, Jing
Construct indeno[1,2-b]oxepine or cis-cyclopropylacrylate by sulfur ylides
title Construct indeno[1,2-b]oxepine or cis-cyclopropylacrylate by sulfur ylides
title_full Construct indeno[1,2-b]oxepine or cis-cyclopropylacrylate by sulfur ylides
title_fullStr Construct indeno[1,2-b]oxepine or cis-cyclopropylacrylate by sulfur ylides
title_full_unstemmed Construct indeno[1,2-b]oxepine or cis-cyclopropylacrylate by sulfur ylides
title_short Construct indeno[1,2-b]oxepine or cis-cyclopropylacrylate by sulfur ylides
title_sort construct indeno[1,2-b]oxepine or cis-cyclopropylacrylate by sulfur ylides
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9054534/
https://www.ncbi.nlm.nih.gov/pubmed/35516651
http://dx.doi.org/10.1039/d0ra03919e
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