2,3,4,9-Tetrahydro-9-(3-hydroxy-1,4-dioxo-1H-dihydro-naphthalen-2-yl)-8-methoxy-3,3-dimethyl-1H-xanthen-1-one

The title compound 2,3,4,9-tetrahydro-9-(3-hydroxy-1,4-dioxo-1H-dihydro-naphthalen-2-yl)-8-methoxy-3,3-dimethyl-1H-xanthen-1-one (5) was obtained by the nucleophilic addition of 2-hydroxy-1,4-naphthoquinone (4) to 2H-chromene derivative 3, which was prepared by the domino three-component coupling re...

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Main Authors: Eito Yoshioka, Shigeru Kohtani, Hideto Miyabe
Format: Article
Language:English
Published: MDPI AG 2015-01-01
Series:Molbank
Subjects:
Online Access:http://www.mdpi.com/1422-8599/2015/1/M841
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author Eito Yoshioka
Shigeru Kohtani
Hideto Miyabe
author_facet Eito Yoshioka
Shigeru Kohtani
Hideto Miyabe
author_sort Eito Yoshioka
collection DOAJ
description The title compound 2,3,4,9-tetrahydro-9-(3-hydroxy-1,4-dioxo-1H-dihydro-naphthalen-2-yl)-8-methoxy-3,3-dimethyl-1H-xanthen-1-one (5) was obtained by the nucleophilic addition of 2-hydroxy-1,4-naphthoquinone (4) to 2H-chromene derivative 3, which was prepared by the domino three-component coupling reaction of aryne precursor 1 with DMF and the active methylene compound dimedone (2). The one-pot synthesis of the title compound 5 from aryne precursor 1 was also achieved.
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spelling doaj.art-f9f691b011014990959a28768a04fa482022-12-21T17:32:51ZengMDPI AGMolbank1422-85992015-01-0120151M84110.3390/M841M8412,3,4,9-Tetrahydro-9-(3-hydroxy-1,4-dioxo-1H-dihydro-naphthalen-2-yl)-8-methoxy-3,3-dimethyl-1H-xanthen-1-oneEito Yoshioka0Shigeru Kohtani1Hideto Miyabe2School of Pharmacy, Hyogo University of Health Sciences, 1-3-6, Minatojima, Chuo-ku, Kobe, 650-8530, JapanSchool of Pharmacy, Hyogo University of Health Sciences, 1-3-6, Minatojima, Chuo-ku, Kobe, 650-8530, JapanSchool of Pharmacy, Hyogo University of Health Sciences, 1-3-6, Minatojima, Chuo-ku, Kobe, 650-8530, JapanThe title compound 2,3,4,9-tetrahydro-9-(3-hydroxy-1,4-dioxo-1H-dihydro-naphthalen-2-yl)-8-methoxy-3,3-dimethyl-1H-xanthen-1-one (5) was obtained by the nucleophilic addition of 2-hydroxy-1,4-naphthoquinone (4) to 2H-chromene derivative 3, which was prepared by the domino three-component coupling reaction of aryne precursor 1 with DMF and the active methylene compound dimedone (2). The one-pot synthesis of the title compound 5 from aryne precursor 1 was also achieved.http://www.mdpi.com/1422-8599/2015/1/M841multi-component reactiondomino reactionarynesheterocyclessynthesis
spellingShingle Eito Yoshioka
Shigeru Kohtani
Hideto Miyabe
2,3,4,9-Tetrahydro-9-(3-hydroxy-1,4-dioxo-1H-dihydro-naphthalen-2-yl)-8-methoxy-3,3-dimethyl-1H-xanthen-1-one
Molbank
multi-component reaction
domino reaction
arynes
heterocycles
synthesis
title 2,3,4,9-Tetrahydro-9-(3-hydroxy-1,4-dioxo-1H-dihydro-naphthalen-2-yl)-8-methoxy-3,3-dimethyl-1H-xanthen-1-one
title_full 2,3,4,9-Tetrahydro-9-(3-hydroxy-1,4-dioxo-1H-dihydro-naphthalen-2-yl)-8-methoxy-3,3-dimethyl-1H-xanthen-1-one
title_fullStr 2,3,4,9-Tetrahydro-9-(3-hydroxy-1,4-dioxo-1H-dihydro-naphthalen-2-yl)-8-methoxy-3,3-dimethyl-1H-xanthen-1-one
title_full_unstemmed 2,3,4,9-Tetrahydro-9-(3-hydroxy-1,4-dioxo-1H-dihydro-naphthalen-2-yl)-8-methoxy-3,3-dimethyl-1H-xanthen-1-one
title_short 2,3,4,9-Tetrahydro-9-(3-hydroxy-1,4-dioxo-1H-dihydro-naphthalen-2-yl)-8-methoxy-3,3-dimethyl-1H-xanthen-1-one
title_sort 2 3 4 9 tetrahydro 9 3 hydroxy 1 4 dioxo 1h dihydro naphthalen 2 yl 8 methoxy 3 3 dimethyl 1h xanthen 1 one
topic multi-component reaction
domino reaction
arynes
heterocycles
synthesis
url http://www.mdpi.com/1422-8599/2015/1/M841
work_keys_str_mv AT eitoyoshioka 2349tetrahydro93hydroxy14dioxo1hdihydronaphthalen2yl8methoxy33dimethyl1hxanthen1one
AT shigerukohtani 2349tetrahydro93hydroxy14dioxo1hdihydronaphthalen2yl8methoxy33dimethyl1hxanthen1one
AT hidetomiyabe 2349tetrahydro93hydroxy14dioxo1hdihydronaphthalen2yl8methoxy33dimethyl1hxanthen1one