Tetrahedron

A multi-centered electrophile formed from a unique bioactive cyclic hydroxamic acid, 4-hydroxy-7-methoxy-2H-1, 4-benzoxazin-3 (4H)-one

Y Hashimoto, T Ishizaki, K Shudo

Index: Hashimoto, Yuichi; Ishizaki, Takayoshi; Shudo, Koichi Tetrahedron, 1991 , vol. 47, # 10-11 p. 1837 - 1860

Full Text: HTML

Citation Number: 27

Abstract

4-Hydroxy-7-methoxy-2H-1, 4-benzoxazin-3 (4H)-one (HMBOA) is a compound of considerable interest because of its pharmacological, agrochemical, and antimicrobial properties. A plausible bioactive metabolite of HMBOA is 4-acetoxy-7-methoxy-2H-1, 4- benzoxazin-3 (4H)-one (AMBOA). Electrophilic reactions of AMBOA with phenols, anilines, thiols, heteroaromatics, amino acid derivatives and nucleic acids were investigated in ...