A new convenient method for the synthesis of 2H??1, 4??benzoxazine derivatives from nitroketones via intramolecular reductive cyclization

M Ju Joung, JH Ahn, HM Kim, NM Yoon…

Index: Joung, Meyoung Ju; Ahn, Jin Hee; Kim, Hoe Moon; Kim, Kee Won; Kang, Jae Hoon; Lee, Seok Joon; Yoon, Nung Min Journal of Heterocyclic Chemistry, 2002 , vol. 39, # 5 p. 1065 - 1069

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Citation Number: 5

Abstract

2H-1, 4–Benzoxazine is a useful prochiral cyclic imine [2-4] for the synthesis of chiral cyclic amines, and especially 3-aryl-2H-1, 4–benzoxazines are found to have an anti-inflammatory activity [5]. The 2H-1, 4–benzoxazines have been classically prepared by base [6] or acid [7] catalyzed intramolecular condensation of 2-aminophenoxyketones or directly by the reaction of 2-aminophenol with phenacyl bromide derivatives under basic condition [8-10]. ...