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Three-component ruthenium-catalyzed remote C-H functionalization of 8-aminoquinoline amides.
Chemical Communications ( IF 4.9 ) Pub Date : 2020-09-16 , DOI: 10.1039/d0cc05491g
Wei-Yu Shi 1 , Ya-Nan Ding 1 , Ce Liu 1 , Nian Zheng 1 , Xue-Ya Gou 1 , Ming Li 1 , Zhe Zhang 1 , Hong-Chao Liu 1 , Zhi-Jie Niu 1 , Yong-Min Liang 1
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Multicomponent reactions can efficiently construct complex molecular structures from simple precursors. Herein, a novel ruthenium-catalyzed three-component highly selective remote C–H functionalization of 8-aminoquinoline amides has been described. The reaction tolerates a wide range of functional groups, producing arylation/difluoroalkylation products of olefins with potential biological activity and pharmaceutical value. Radical scavenging and radical clock experiments show that a free radical process is involved and a H/D exchange experiment suggests that the reaction might involve ortho-C–H activation of the aromatic ring. A possible mechanism is proposed.

中文翻译:

三组分钌催化的8-氨基喹啉酰胺的远程CH功能化。

多组分反应可以从简单的前体有效地构建复杂的分子结构。在本文中,已经描述了一种新型的钌催化的8-氨基喹啉酰胺的三组分高选择性远程CH功能化。该反应可耐受各种官能团,产生具有潜在生物学活性和药学价值的烯烃的芳基化/二氟烷基化产物。自由基清除和自由基钟实验表明,其中涉及自由基过程,而H / D交换实验表明,该反应可能涉及芳环的邻位-C–H活化。提出了一种可能的机制。
更新日期:2020-09-23
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