Direct CH/CH functionalization of 1,3-dihydroxy-9H-xanthen-9-one and 1,3-dimethoxy-9H-xanthen-9-one with 1,2,4-triazines and quinazoline
An electron-deficient series of 1,2,4-triazines and quinazoline have been used for cross-dehydrogenative coupling with 1,3-dihydroxy and 1,3-dimethoxyxanthones to give stable nucleophilic addition products. The adducts and their subsequent oxidation products were obtained in good yields and the stru...
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Uralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. Elʹcina
2020
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oai:doaj.org-article:a151b403c8ee4d3195b39384404b3a782021-12-01T05:53:11ZDirect CH/CH functionalization of 1,3-dihydroxy-9H-xanthen-9-one and 1,3-dimethoxy-9H-xanthen-9-one with 1,2,4-triazines and quinazoline2411-141410.15826/chimtech.2020.7.4.17https://doaj.org/article/a151b403c8ee4d3195b39384404b3a782020-12-01T00:00:00Zhttps://journals.urfu.ru/index.php/chimtech/article/view/4815https://doaj.org/toc/2411-1414An electron-deficient series of 1,2,4-triazines and quinazoline have been used for cross-dehydrogenative coupling with 1,3-dihydroxy and 1,3-dimethoxyxanthones to give stable nucleophilic addition products. The adducts and their subsequent oxidation products were obtained in good yields and the structures of the compounds were confirmed by 1H NMR spectroscopy. These results expand the scope of the methodology of nucleophilic substitution of hydrogen with the participation of xanthones with azines. Moreover, this methodology makes it possible to obtain new organic materials based on xanthones, which have a wide spectrum of biological activity.A. D. SharapovR. F. FatykhovI. A. KhalymbadzhaO. N. ChupakhinUralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. Elʹcina articleсross-dehydrogenative coupling reactions1,2,4-triazinesquinazolinesxanthonesChemistryQD1-999ENRUChimica Techno Acta, Vol 7, Iss 4, Pp 233-236 (2020) |
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сross-dehydrogenative coupling reactions 1,2,4-triazines quinazolines xanthones Chemistry QD1-999 |
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сross-dehydrogenative coupling reactions 1,2,4-triazines quinazolines xanthones Chemistry QD1-999 A. D. Sharapov R. F. Fatykhov I. A. Khalymbadzha O. N. Chupakhin Direct CH/CH functionalization of 1,3-dihydroxy-9H-xanthen-9-one and 1,3-dimethoxy-9H-xanthen-9-one with 1,2,4-triazines and quinazoline |
description |
An electron-deficient series of 1,2,4-triazines and quinazoline have been used for cross-dehydrogenative coupling with 1,3-dihydroxy and 1,3-dimethoxyxanthones to give stable nucleophilic addition products. The adducts and their subsequent oxidation products were obtained in good yields and the structures of the compounds were confirmed by 1H NMR spectroscopy. These results expand the scope of the methodology of nucleophilic substitution of hydrogen with the participation of xanthones with azines. Moreover, this methodology makes it possible to obtain new organic materials based on xanthones, which have a wide spectrum of biological activity. |
format |
article |
author |
A. D. Sharapov R. F. Fatykhov I. A. Khalymbadzha O. N. Chupakhin |
author_facet |
A. D. Sharapov R. F. Fatykhov I. A. Khalymbadzha O. N. Chupakhin |
author_sort |
A. D. Sharapov |
title |
Direct CH/CH functionalization of 1,3-dihydroxy-9H-xanthen-9-one and 1,3-dimethoxy-9H-xanthen-9-one with 1,2,4-triazines and quinazoline |
title_short |
Direct CH/CH functionalization of 1,3-dihydroxy-9H-xanthen-9-one and 1,3-dimethoxy-9H-xanthen-9-one with 1,2,4-triazines and quinazoline |
title_full |
Direct CH/CH functionalization of 1,3-dihydroxy-9H-xanthen-9-one and 1,3-dimethoxy-9H-xanthen-9-one with 1,2,4-triazines and quinazoline |
title_fullStr |
Direct CH/CH functionalization of 1,3-dihydroxy-9H-xanthen-9-one and 1,3-dimethoxy-9H-xanthen-9-one with 1,2,4-triazines and quinazoline |
title_full_unstemmed |
Direct CH/CH functionalization of 1,3-dihydroxy-9H-xanthen-9-one and 1,3-dimethoxy-9H-xanthen-9-one with 1,2,4-triazines and quinazoline |
title_sort |
direct ch/ch functionalization of 1,3-dihydroxy-9h-xanthen-9-one and 1,3-dimethoxy-9h-xanthen-9-one with 1,2,4-triazines and quinazoline |
publisher |
Uralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. Elʹcina |
publishDate |
2020 |
url |
https://doaj.org/article/a151b403c8ee4d3195b39384404b3a78 |
work_keys_str_mv |
AT adsharapov directchchfunctionalizationof13dihydroxy9hxanthen9oneand13dimethoxy9hxanthen9onewith124triazinesandquinazoline AT rffatykhov directchchfunctionalizationof13dihydroxy9hxanthen9oneand13dimethoxy9hxanthen9onewith124triazinesandquinazoline AT iakhalymbadzha directchchfunctionalizationof13dihydroxy9hxanthen9oneand13dimethoxy9hxanthen9onewith124triazinesandquinazoline AT onchupakhin directchchfunctionalizationof13dihydroxy9hxanthen9oneand13dimethoxy9hxanthen9onewith124triazinesandquinazoline |
_version_ |
1718405494648864768 |