Ceric ammonium nitrate (CAN) mediated novel dimerizations of 4-hydroxyquinolin-2(1H)-ones:: the first example of reactions of oxygen-centered radicals from 1,3-dicarbonyl compounds

被引:22
作者
Ye, JH [1 ]
Xue, J [1 ]
Ling, KQ [1 ]
Xu, JH [1 ]
机构
[1] Nanjing Univ, Dept Chem, Nanjing 210093, Peoples R China
关键词
D O I
10.1016/S0040-4039(98)02644-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of 4-hydroxyquinolin-2(1H)-ones (1) and 3-alkylated 4-hydroxyquinolin-2(1H)ones (2) with CAN in methanol gave quinolin-2(1H)-one dimers 3, 10 and 11 with C-C and C-O linkages between the two nitrogen containing sis-member rings, respectively, showing the ambident reactivities of alpha,alpha'-dicarbonylalkyl radicals as carbon- and oxygen-centered radicals. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1365 / 1368
页数:4
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