Trifunctionalization of aryl iodides via intermolecular C–H acylation/intramolecular C–H alkylation achieved using palladium/norbornene cooperative catalysis,Organic Chemistry Frontiers

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Trifunctionalization of aryl iodides via intermolecular C–H acylation/intramolecular C–H alkylation achieved using palladium/norbornene cooperative catalysis
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2022-06-09 , DOI: 10.1039/d2qo00660j
Jing Wang ₁ , Linqiang Li ₁ , Zihan Wang ₁ , Jingjing Liu ₁ , Xinjun Luan ₁

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Herein, we describe a palladium/norbornene-catalyzed trifunctionalization of ortho-unsubstituted aryl iodides via a highly chemoselective cascade process involving intermolecular ortho acylation/intramolecular ortho alkylation/ipso alkenylation. This approach was shown to provide a modular and efficient strategy for preparing a variety of polyfunctional benzoheterocyclic scaffolds. Initial success on ipso cyanation was also achieved by using CuCN as the terminal reagent. In addition, the resulting products could be further transformed to various interesting polycyclic compounds.

中文翻译：

钯/降冰片烯协同催化通过分子间 C-H 酰化/分子内 C-H 烷基化实现芳基碘的三官能化

在此，我们描述了钯/降冰片烯催化的邻位未取代芳基碘化物的三官能化，该反应通过涉及分子间邻位酰化/分子内邻位烷基化/自身烯基化的高度化学选择性级联过程。这种方法被证明为制备各种多功能苯并杂环支架提供了一种模块化和有效的策略。使用 CuCN 作为末端试剂也取得了自身氰化的初步成功。此外，所得产物可以进一步转化为各种有趣的多环化合物。

更新日期：2022-06-09

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