Cargando…
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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1784697210257014784 |
---|---|
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. |
format | Online Article Text |
id | pubmed-9054534 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT chenqinfang constructindeno12boxepineorciscyclopropylacrylatebysulfurylides AT panyihao constructindeno12boxepineorciscyclopropylacrylatebysulfurylides AT zhaodongxin constructindeno12boxepineorciscyclopropylacrylatebysulfurylides AT yangweiran constructindeno12boxepineorciscyclopropylacrylatebysulfurylides AT zhengjing constructindeno12boxepineorciscyclopropylacrylatebysulfurylides |