Synthesis of 4-(1H-isochromen-1-yl)isoquinolines through the silver-catalysed homodimerization of ortho-alkynylarylaldehydes and subsequent condensation of the 1,5-dicarbonyl motif with NH(3)

4-(1H-Isochromen-1-yl)isoquinoline derivatives were synthesized in high yields via the AgBF(4)-catalyzed self-reaction of ortho-alkynylarylaldehydes to give isochromene intermediates, followed by the dehydration of the 1,5-dicarbonyl motif with NH(3). Compared with electron-rich aromatic substituent...

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Autores principales: Guo, Minghui, Meng, Xin, Zhao, Yang, Dong, Yuexia, Sun, Xuejun, Tian, Laijin, Cao, Ziping
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9059814/
https://www.ncbi.nlm.nih.gov/pubmed/35520496
http://dx.doi.org/10.1039/c8ra09269a
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author Guo, Minghui
Meng, Xin
Zhao, Yang
Dong, Yuexia
Sun, Xuejun
Tian, Laijin
Cao, Ziping
author_facet Guo, Minghui
Meng, Xin
Zhao, Yang
Dong, Yuexia
Sun, Xuejun
Tian, Laijin
Cao, Ziping
author_sort Guo, Minghui
collection PubMed
description 4-(1H-Isochromen-1-yl)isoquinoline derivatives were synthesized in high yields via the AgBF(4)-catalyzed self-reaction of ortho-alkynylarylaldehydes to give isochromene intermediates, followed by the dehydration of the 1,5-dicarbonyl motif with NH(3). Compared with electron-rich aromatic substituents, this strategy can provide the desired isochromene products with an electron-deficient isoquinoline unit. The reactions feature simple experimental operations, mild reaction conditions and high product yields.
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spelling pubmed-90598142022-05-04 Synthesis of 4-(1H-isochromen-1-yl)isoquinolines through the silver-catalysed homodimerization of ortho-alkynylarylaldehydes and subsequent condensation of the 1,5-dicarbonyl motif with NH(3) Guo, Minghui Meng, Xin Zhao, Yang Dong, Yuexia Sun, Xuejun Tian, Laijin Cao, Ziping RSC Adv Chemistry 4-(1H-Isochromen-1-yl)isoquinoline derivatives were synthesized in high yields via the AgBF(4)-catalyzed self-reaction of ortho-alkynylarylaldehydes to give isochromene intermediates, followed by the dehydration of the 1,5-dicarbonyl motif with NH(3). Compared with electron-rich aromatic substituents, this strategy can provide the desired isochromene products with an electron-deficient isoquinoline unit. The reactions feature simple experimental operations, mild reaction conditions and high product yields. The Royal Society of Chemistry 2019-01-21 /pmc/articles/PMC9059814/ /pubmed/35520496 http://dx.doi.org/10.1039/c8ra09269a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Guo, Minghui
Meng, Xin
Zhao, Yang
Dong, Yuexia
Sun, Xuejun
Tian, Laijin
Cao, Ziping
Synthesis of 4-(1H-isochromen-1-yl)isoquinolines through the silver-catalysed homodimerization of ortho-alkynylarylaldehydes and subsequent condensation of the 1,5-dicarbonyl motif with NH(3)
title Synthesis of 4-(1H-isochromen-1-yl)isoquinolines through the silver-catalysed homodimerization of ortho-alkynylarylaldehydes and subsequent condensation of the 1,5-dicarbonyl motif with NH(3)
title_full Synthesis of 4-(1H-isochromen-1-yl)isoquinolines through the silver-catalysed homodimerization of ortho-alkynylarylaldehydes and subsequent condensation of the 1,5-dicarbonyl motif with NH(3)
title_fullStr Synthesis of 4-(1H-isochromen-1-yl)isoquinolines through the silver-catalysed homodimerization of ortho-alkynylarylaldehydes and subsequent condensation of the 1,5-dicarbonyl motif with NH(3)
title_full_unstemmed Synthesis of 4-(1H-isochromen-1-yl)isoquinolines through the silver-catalysed homodimerization of ortho-alkynylarylaldehydes and subsequent condensation of the 1,5-dicarbonyl motif with NH(3)
title_short Synthesis of 4-(1H-isochromen-1-yl)isoquinolines through the silver-catalysed homodimerization of ortho-alkynylarylaldehydes and subsequent condensation of the 1,5-dicarbonyl motif with NH(3)
title_sort synthesis of 4-(1h-isochromen-1-yl)isoquinolines through the silver-catalysed homodimerization of ortho-alkynylarylaldehydes and subsequent condensation of the 1,5-dicarbonyl motif with nh(3)
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9059814/
https://www.ncbi.nlm.nih.gov/pubmed/35520496
http://dx.doi.org/10.1039/c8ra09269a
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