DBU-promoted carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone

The carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone with carbon dioxide promoted by the organic base 1,8-diazabicycloundec-7-ene (DBU) is reported. This reaction provides convenient access to the biologically important compounds 4-hydroxy-2H-chromen-2-one and 4-hydroxy-2(1H)-quin...

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Main Authors:	Wen-Zhen Zhang, Si Liu, Xiao-Bing Lu
Format:	Article
Language:	English
Published:	Beilstein-Institut 2015-05-01
Series:	Beilstein Journal of Organic Chemistry
Subjects:	acyl migration carbon dioxide carboxylation cyclization condensation
Online Access:	https://doi.org/10.3762/bjoc.11.102

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spelling	doaj-79c375c4fb4d49bfa5163fd9ae873e462021-03-02T10:12:22ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972015-05-0111190691210.3762/bjoc.11.1021860-5397-11-102DBU-promoted carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenoneWen-Zhen Zhang0Si Liu1Xiao-Bing Lu2State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, 116024, P. R. ChinaState Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, 116024, P. R. ChinaState Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, 116024, P. R. ChinaThe carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone with carbon dioxide promoted by the organic base 1,8-diazabicycloundec-7-ene (DBU) is reported. This reaction provides convenient access to the biologically important compounds 4-hydroxy-2H-chromen-2-one and 4-hydroxy-2(1H)-quinolinone in moderate to good yields using carbon dioxide as the carboxylation reagent. An acyl migration from nitrogen to carbon is observed in the reaction of o-acetamidoacetophenone.https://doi.org/10.3762/bjoc.11.102acyl migrationcarbon dioxidecarboxylationcyclizationcondensation
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Wen-Zhen Zhang Si Liu Xiao-Bing Lu
spellingShingle	Wen-Zhen Zhang Si Liu Xiao-Bing Lu DBU-promoted carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone Beilstein Journal of Organic Chemistry acyl migration carbon dioxide carboxylation cyclization condensation
author_facet	Wen-Zhen Zhang Si Liu Xiao-Bing Lu
author_sort	Wen-Zhen Zhang
title	DBU-promoted carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone
title_short	DBU-promoted carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone
title_full	DBU-promoted carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone
title_fullStr	DBU-promoted carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone
title_full_unstemmed	DBU-promoted carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone
title_sort	dbu-promoted carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone
publisher	Beilstein-Institut
series	Beilstein Journal of Organic Chemistry
issn	1860-5397
publishDate	2015-05-01
description	The carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone with carbon dioxide promoted by the organic base 1,8-diazabicycloundec-7-ene (DBU) is reported. This reaction provides convenient access to the biologically important compounds 4-hydroxy-2H-chromen-2-one and 4-hydroxy-2(1H)-quinolinone in moderate to good yields using carbon dioxide as the carboxylation reagent. An acyl migration from nitrogen to carbon is observed in the reaction of o-acetamidoacetophenone.
topic	acyl migration carbon dioxide carboxylation cyclization condensation
url	https://doi.org/10.3762/bjoc.11.102
work_keys_str_mv	AT wenzhenzhang dbupromotedcarboxylativecyclizationofohydroxyandoacetamidoacetophenone AT siliu dbupromotedcarboxylativecyclizationofohydroxyandoacetamidoacetophenone AT xiaobinglu dbupromotedcarboxylativecyclizationofohydroxyandoacetamidoacetophenone
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DBU-promoted carboxylative cyclization of o-hydroxy- and o-acetamidoacetophenone

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