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

Abstract 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]quino...

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Auteurs principaux: Gang Cheng, Yingbei Qi, Xiaoqian Zhou, Rong Sheng, Yong-Zhou Hu, Youhong Hu
Format: article
Langue:EN
Publié: Nature Portfolio 2017
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Accès en ligne:https://doaj.org/article/e2290e184752452ab45873be86b563b7
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spelling oai:doaj.org-article:e2290e184752452ab45873be86b563b72021-12-02T11:41:00ZOne-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization10.1038/s41598-017-04693-72045-2322https://doaj.org/article/e2290e184752452ab45873be86b563b72017-06-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-04693-7https://doaj.org/toc/2045-2322Abstract 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.Gang ChengYingbei QiXiaoqian ZhouRong ShengYong-Zhou HuYouhong HuNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-7 (2017)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Gang Cheng
Yingbei Qi
Xiaoqian Zhou
Rong Sheng
Yong-Zhou Hu
Youhong Hu
One-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization
description Abstract 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.
format article
author Gang Cheng
Yingbei Qi
Xiaoqian Zhou
Rong Sheng
Yong-Zhou Hu
Youhong Hu
author_facet Gang Cheng
Yingbei Qi
Xiaoqian Zhou
Rong Sheng
Yong-Zhou Hu
Youhong Hu
author_sort Gang Cheng
title 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_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_sort one-pot synthesis of 6-aza-chromone derivatives through cascade carbonylation-sonogashira-cyclization
publisher Nature Portfolio
publishDate 2017
url https://doaj.org/article/e2290e184752452ab45873be86b563b7
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AT xiaoqianzhou onepotsynthesisof6azachromonederivativesthroughcascadecarbonylationsonogashiracyclization
AT rongsheng onepotsynthesisof6azachromonederivativesthroughcascadecarbonylationsonogashiracyclization
AT yongzhouhu onepotsynthesisof6azachromonederivativesthroughcascadecarbonylationsonogashiracyclization
AT youhonghu onepotsynthesisof6azachromonederivativesthroughcascadecarbonylationsonogashiracyclization
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