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Directing Group Participated Benzylic C(sp3)–H/C(sp2)–H Cross-Dehydrogenative Coupling (CDC): Synthesis of Azapolycycles
Organic Letters ( IF 5.2 ) Pub Date : 2018-01-12 00:00:00 , DOI: 10.1021/acs.orglett.7b03748
Yaojia Jiang 1 , Gongtao Deng 1 , Shuaishuai Zhang 1 , Teck-Peng Loh 1, 2
Affiliation  

An efficient method to construct azapolycycles via directing group participated benzylic C(sp3)–H/C(sp2)–H cross-dehydrogenative coupling reactions is described. The reaction proceeded through a palladium catalyzed C(sp3)–H activation followed by coupling with a C(sp2)–H bond of quinoline to afford the azapolycyclic compounds. The reaction works with a broad substrate scope affording the products in moderate to good yields with excellent diastereoselectivities. Control experiments further supported the proposed mechanism.

中文翻译:

指导小组参与的苄基C(sp 3)–H / C(sp 2)–H交叉脱氢偶联(CDC):氮杂多环的合成

描述了一种通过引导基团参与的苄基C(sp 3)–H / C(sp 2)–H交叉脱氢偶联反应来构建氮杂多环的有效方法。反应通过钯催化的C(sp 3)–H活化进行,然后与喹啉的C(sp 2)–H键偶联,得到氮杂多环化合物。该反应在宽范围的底物范围内进行,从而以中等至良好的产率提供了优异的非对映选择性。控制实验进一步支持了所提出的机制。
更新日期:2018-01-12
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