Synthesis of quinoxalines by cyclization of α-arylimino oximes of α-dicarbonyl compounds

被引:74
作者
Xekoukoulotakis, NP [1 ]
Hadjiantoniou-Maroulis, CP [1 ]
Maroulis, AJ [1 ]
机构
[1] Aristotelian Univ Salonika, Dept Chem, GR-54006 Salonika, Greece
关键词
alpha-arylimino oximes; iminyl radical; quinoxalines; spirodienyl radical;
D O I
10.1016/S0040-4039(00)01847-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Heating the title compounds 1 at reflux in acetic anhydride yields quinoxalines 3 and 4 via a presumed aryliminoiminyl radical 5, resulting from homolytic cleavage of the N-O bond in the intermediate ester 2. The observed regioselectivity of the reaction is also rationalized by implicating such a radical. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:10299 / 10302
页数:4
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