Rhodium-Catalyzed Regioselective Amination of Secondary Allylic Trichloroacetimidates with Unactivated Aromatic Amines
Rhodium-Catalyzed Regioselective Amination of Secondary Allylic Trichloroacetimidates with Unactivated Aromatic Amines
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DOI：
10.1021/ol1019025
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发表时间：
2010-10-15
期刊：
影响因子：
5.2
通讯作者：
Nguyen, Hien M.
中科院分区：
文献类型：
--
作者：
Arnold, Jeffrey S.;Stone, Robert F.;Nguyen, Hien M.
研究了未活化的芳香胺在铑催化的仲烯丙基三氯乙酰亚胺酯的区域选择性胺化反应中的应用。以高产率和区域选择性获得了所需的N-芳香胺，有利于支链胺化产物。发现三氯乙酰亚胺酯离去基团的存在对于与未活化的芳胺的成功的区域选择性胺化反应是关键的。对照研究表明铑不是简单地作为刘易斯酸来活化三氯乙酰亚胺酯离去基团。
The use of unactivated aromatic amines in the rhodium-catalyzed regioselective amination of secondary allylic trichloroacetimidates is explored The desired N-arylamines are obtained in high yields and regioselectivity, favoring the branched animation products. The presence of the trichloroacetimidate leaving group was found to be critical for successful regioselective amination reactions with unactivated aromatic amines Control studies show that rhodium is not simply acting as a Lewis acid to activate the trichloroacetimidate leaving group.