
Journal of Heterocyclic Chemistry p. 1313 - 1321 (2013)
Update date:2022-08-04
Topics:
Prousis, Kyriakos C.
Tzani, Andromachi
Avlonitis, Nicolaos
Calogeropoulou, Theodora
Detsi, Anastasia
The reactivity of variably substituted 2-methyl-4H-3,1-benzoxazin-4-ones and 2-methyl-4H-pyrido[2,3-d][1,3]oxazin-4-one towards carbon and oxygen nucleophiles under microwave irradiation conditions was investigated. Optimization of the reaction conditions of oxazinones with carbon nucleophiles led to the synthesis of a series of 4-hydroxy-quinolin-2-ones and 4-hydroxy-1,8-naphthyridin-2-ones in high yields, whereas reaction with a variety of alcohols proceeded smoothly to the formation of the corresponding N-acetyl-anthranilates and nicotinates.
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