Analogs of the cyclic hydroxamic acid 2, 4-dihydroxy-7-methoxy-2H-1, 4-benzoxazin-3-one (DIMBOA): decomposition to benzoxazolinones and reaction with. beta.- …

J Atkinson, P Morand, JT Arnason…

文献索引：Atkinson, Jeffrey; Morand, Peter; Arnason, John T.; Niemeyer, Hermann M.; Bravo, Hector R. Journal of Organic Chemistry, 1991 , vol. 56, # 5 p. 1788 - 1800

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被引用次数: 88

摘要

Analogues of the aglucone8 of naturally occurring cyclic hydromic acids (2, 4-dihydroxy-l, 4- benzoxazin-3-ones) from Gramineae (Poaceae) have been synthesized by the reductive cyclization of the ring-substituted methyl a-(0-nitrophenoxy)-a-methoxyacetates, followed by demethylation of the C-2 methoxy group with BBr3 or BC13 to reveal the 2-hydroxy group. A structure-activity series was produced by varying the substituent at C-7 on the aromatic ...