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. (6th September 2013)

• Record Type: Journal Article
• Authors: Prousis, Kyriakos C.; Tzani, Andromachi; Avlonitis, Nicolaos; Calogeropoulou, Theodora; Detsi, Anastasia
• Is Part Of: Journal of heterocyclic chemistry. Volume 50:Number 6(2013:Nov.)
• Page Start: 1313
• Page End: 1321
• Publication Date: 2013-09-06
• Subjects: Heterocyclic compounds -- Periodicals; 547.59
• DOI: 10.1002/jhet.1869
• Languages: English
• ISSNs: 0022-152X

Abstract

<abstract abstract-type="main"> <title> <x xml:space="preserve">Abstract</x> </title> <p>The reactivity of variably substituted 2‐methyl‐4<italic>H</italic>‐3, 1‐benzoxazin‐4‐ones and 2‐methyl‐4<italic>H</italic>‐pyrido[2, 3‐<italic>d</italic>][1, 3]oxazin‐4‐one towards carbon and oxygen nucleophiles under <named-content id="d442e1143" content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">microwave irradiation</named-content> 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 <italic>N</italic>‐acetyl‐anthranilates and nicotinates.</p> </abstract>