Direct oxidative installation of nitrooxy group at benzylic positions and its transformation into various functionalities
Direct oxidative installation of nitrooxy group at benzylic positions and its transformation into various functionalities
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DOI：
10.1016/j.tetlet.2011.06.118
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发表时间：
2011-09-07
影响因子：
1.8
通讯作者：
Inoue, Masayuki
中科院分区：
文献类型：
--
作者：
Kamijo, Shin;Amaoka, Yuuki;Inoue, Masayuki
采用N-羟基邻苯二甲酰亚胺（NHPI）催化剂/硝酸铈（IV）铵（CAN）试剂体系，实现了苄基位置的C-H硝基氧化反应。硝基氧基被证明作为试探性的羟基保护基团，以及良好的N-和C-取代反应的离去基团。因此，本方法提供了一种独特的方法来合成不同的O-。从简单烷基芳族化合物得到N-或C-官能化的苄基化合物。(C)2011爱思唯尔有限公司版权所有。
C-H Nitrooxylation at benzylic positions has been achieved by employing the N-hydroxyphthalimide (NHPI) catalyst/cerium(IV) ammonium nitrate (CAN) reagent system. The nitrooxy groups were demonstrated to function as tentative hydroxy protecting groups, as well as excellent leaving groups for N- and C-substitution reactions. Hence, the present method offers a unique way to synthesize diverse O-. N-, or C-functionalized benzylic compounds from simple alkyl aromatics. (C) 2011 Elsevier Ltd. All rights reserved.