Highly Regioselective C2-Alkenylation of Indoles Using the N-Benzoyl Directing Group: An Efficient Ru-Catalyzed Coupling Reaction
Highly Regioselective C2-Alkenylation of Indoles Using the N-Benzoyl Directing Group: An Efficient Ru-Catalyzed Coupling Reaction
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DOI：
10.1021/ol4011486
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发表时间：
2013-06-07
期刊：
影响因子：
5.2
通讯作者：
Prabhu, Kandikere Ramaiah
中科院分区：
文献类型：
--
作者：
Lanke, Veeranjaneyulu;Prabhu, Kandikere Ramaiah
一个高度区域选择性的烯基化吲哚在C2-位置已实现使用钌（II）催化剂，通过采用定向基团的策略。该策略在吲哚的更活性的C3-和C7-位和苯甲酰基保护基的邻位存在下，为C-2位的烯基化N-苯甲酰基吲哚提供了罕见的选择性。一个简单的脱保护的苯甲酰基基团也已举例说明，和所得的产品作为一个有用的合成子天然产物的合成。
A highly regioselective alkenylation of indole at the C2-position has been achieved using the Ru(II) catalyst by employing a directing group strategy. This strategy offers rare selectivity for the alkenylation N-benzoylindole at the C-2 position in the presence of the more active C3- and C7-position of indole and the ortho-positions of the benzoyl protecting group. A simple deprotection of the benzoyl group has also been exemplified, and the resulting product serves as a useful synthon for natural product syntheses.