Oxidative free radical reactions between 2-amino-1,4-benzoquinones and carbonyl compounds
Oxidative free radical reactions between 2-amino-1,4-benzoquinones and carbonyl compounds
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DOI：
10.1016/j.tet.2007.09.019
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发表时间：
2007-11-26
期刊：
影响因子：
2.1
通讯作者：
Tsai, An-I
中科院分区：
文献类型：
--
作者：
Chuang, Che-Ping;Tsai, An-I
本文报道了锰（Ⅲ）引发的2-氨基-1，4-苯醌的氧化自由基反应。5，6-二甲基-2-甲氨基-1，4-苯醌（1）的自由基反应为吲哚-4，7-二酮和吲哚-2，4，7-三酮的合成提供了一种新方法。在不同的溶剂中观察到高的化学选择性。还用5-甲基-2-甲基-氨基-1，4-苯醌（19）研究了该反应的区域选择性。在大多数情况下，吲哚-4，7-二酮20和21以高区域选择性产生。(c)2007爱思唯尔有限公司保留所有权利。
The manganese(III) initiated oxidative free radical reactions of 2-amino-1,4-benzoquinone are described. The free radical reaction of 5,6-dimethyl-2-methylamino-1,4-benzoquinone (1) provides a novel method for the synthesis of indole-4,7-dione and indole-2,4,7-trione. High chemoselectivity was observed in different solvents. The regioselectivity of this reaction was also studied with 5-methyl-2-methyl-amino-1,4-benzoquinone (19). In most cases, indole-4,7-diones 20 and 21 were produced in high regioselectivity. (c) 2007 Elsevier Ltd. All rights reserved.