A substrate-controlled Ru(II)-catalyzed C–H activation/[5 + 2] annulation cascade and unusual acyl migration to synthesize diverse indoline scaffolds,Organic Chemistry Frontiers

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A substrate-controlled Ru(II)-catalyzed C–H activation/[5 + 2] annulation cascade and unusual acyl migration to synthesize diverse indoline scaffolds
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2022-11-08 , DOI: 10.1039/d2qo01529c
Miao Zheng _{1,

2,

3} , Jianhui Zhou _{2,

3} , Feifei Fang _{2,

3} , Zichao Xu _{2,

3} , Fuqiang Zheng _{2,

3} , Zhidong Jiang _{2,

3} , Tao Liu _{1,

2,

3} , Hong Liu _{2,

3,

4} , Linxiang Zhao ₁ , Yu Zhou _{2,

3,

4}

Affiliation

A substrate-controlled Ru(II)-catalyzed C–H activation/[5 + 2] annulation cascade and unusual acyl migration to synthesize diverse indoline scaffolds are reported. The most pronounced advantage is that this strategy can offer a highly selective C–H activation of N-benzamidine indoline with two reaction sites prone to C–H activation to selectively prepare a 1,7-fused indoline scaffold and a C7-alkylated/N′-acylated indoline ring by varying its diazo synthons. More importantly, the NH directing group of N-aryl benzamidines is fully utilized and atom-economically integrated into the target products with a good yield and broad substrate scope.

中文翻译：

底物控制的 Ru(II) 催化的 C-H 活化/[5 + 2] 环化级联和不寻常的酰基迁移以合成不同的二氢吲哚支架

报道了底物控制的 Ru( II ) 催化的 C-H 活化/[5 + 2] 环化级联和不寻常的酰基迁移以合成不同的二氢吲哚支架。最显着的优点是，该策略可以提供高选择性的N-苯甲脒二氢吲哚的 C-H 活化，具有两个易于 C-H 活化的反应位点，以选择性地制备 1,7-融合的二氢吲哚支架和 C7-烷基化/ N '-酰化二氢吲哚环通过改变其重氮合成子。更重要的是， N-芳基苯甲脒的NH导向基团得到充分利用，并以原子经济方式整合到目标产物中，产率高，底物范围广。

更新日期：2022-11-08

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