One-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization

We developed an efficient synthesis of aza-chromones from 3-iodo-4-(1H)-pyridones and terminal acetylenes via a cascade carbonylation-Sonogashira-cyclization reaction. By controlling the use of bases, both 6-aza-chromones 5 and 3-(4-oxo-1,4-dihydroquinoline-3-carbonyl)-4H-pyrano[3,2-c]quinolin-4-one...

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Autores principales: Cheng, Gang, Qi, Yingbei, Zhou, Xiaoqian, Sheng, Rong, Hu, Yong-Zhou, Hu, Youhong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2017
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Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5493695/
https://www.ncbi.nlm.nih.gov/pubmed/28667287
http://dx.doi.org/10.1038/s41598-017-04693-7
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author Cheng, Gang
Qi, Yingbei
Zhou, Xiaoqian
Sheng, Rong
Hu, Yong-Zhou
Hu, Youhong
author_facet Cheng, Gang
Qi, Yingbei
Zhou, Xiaoqian
Sheng, Rong
Hu, Yong-Zhou
Hu, Youhong
author_sort Cheng, Gang
collection PubMed
description We developed an efficient synthesis of aza-chromones from 3-iodo-4-(1H)-pyridones and terminal acetylenes via a cascade carbonylation-Sonogashira-cyclization reaction. By controlling the use of bases, both 6-aza-chromones 5 and 3-(4-oxo-1,4-dihydroquinoline-3-carbonyl)-4H-pyrano[3,2-c]quinolin-4-ones 6 could be selectively obtained in moderate to good yields.
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spelling pubmed-54936952017-07-05 One-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization Cheng, Gang Qi, Yingbei Zhou, Xiaoqian Sheng, Rong Hu, Yong-Zhou Hu, Youhong Sci Rep Article We developed an efficient synthesis of aza-chromones from 3-iodo-4-(1H)-pyridones and terminal acetylenes via a cascade carbonylation-Sonogashira-cyclization reaction. By controlling the use of bases, both 6-aza-chromones 5 and 3-(4-oxo-1,4-dihydroquinoline-3-carbonyl)-4H-pyrano[3,2-c]quinolin-4-ones 6 could be selectively obtained in moderate to good yields. Nature Publishing Group UK 2017-06-30 /pmc/articles/PMC5493695/ /pubmed/28667287 http://dx.doi.org/10.1038/s41598-017-04693-7 Text en © The Author(s) 2017 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Cheng, Gang
Qi, Yingbei
Zhou, Xiaoqian
Sheng, Rong
Hu, Yong-Zhou
Hu, Youhong
One-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization
title One-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization
title_full One-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization
title_fullStr One-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization
title_full_unstemmed One-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization
title_short One-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization
title_sort one-pot synthesis of 6-aza-chromone derivatives through cascade carbonylation-sonogashira-cyclization
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5493695/
https://www.ncbi.nlm.nih.gov/pubmed/28667287
http://dx.doi.org/10.1038/s41598-017-04693-7
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