Reactivity of 2‐Methyl‐4H‐3,1‐benzoxazin‐4‐ones and 2‐Methyl‐4H‐pyrido[2,3‐d][1,3]oxazin‐4‐one under Microwave Irradiation Conditions |
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| Authors: | Kyriakos C. Prousis Andromachi Tzani Nicolaos Avlonitis Theodora Calogeropoulou Anastasia Detsi |
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| Affiliation: | 1. Laboratory of Organic Chemistry, Department of Chemical Sciences, School of Chemical Engineering, National Technical University of Athens, , GR 15780 Athens, Greece;2. Institute of Biology, Medicinal Chemistry and Biotechnology, National Hellenic Research Foundation, , 116 35 Athens, Greece;3. Centre for Inflammation Research, The Queen's Medical Research Institute, MRC/University of Edinburgh, , EH16 4TJ Edinburgh, UK |
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| Abstract: | 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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