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

Autor: Wen-Zhen Zhang, Si Liu, Xiao-Bing Lu
Jazyk: angličtina
Rok vydání: 2015
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 11, Iss 1, Pp 906-912 (2015)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.11.102
Popis: 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.
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