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铱(I)催化的异吲哚啉酮导向的支化选择性芳基 C-H 烷基化与简单烯烃。

Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C-H Alkylation with Simple Alkenes.

机构信息

Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China.

出版信息

Molecules. 2022 Mar 16;27(6):1923. doi: 10.3390/molecules27061923.

Abstract

We report an iridium(I)-catalyzed branched-selective C-H alkylation of -arylisoindolinones with simple alkenes as the alkylating agents. The amide carbonyl group of the isoindolinone motif acts as the directing group to assist the ortho C-H activation of the -aryl ring. With this atom-economic and highly branched-selective protocol, an array of biologically relevant -arylisoindolinones were obtained in good yields. Asymmetric control was achieved with up to 87:13 er when a BiPhePhos-like chiral ligand was employed.

摘要

我们报告了铱(I)催化的 - 芳基异吲哚啉酮与简单烯烃的支链选择性 C-H 烷基化反应,其中异吲哚啉酮结构中的酰胺羰基作为导向基团辅助芳基环的邻位 C-H 活化。通过这种原子经济性和高度支链选择性的方法,可以以良好的收率得到一系列具有生物相关性的 - 芳基异吲哚啉酮。当使用类似 BiPhePhos 的手性配体时,通过不对称控制可以达到高达 87:13 的对映体过量值。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b43e/8954050/4490956eb0d3/molecules-27-01923-g001.jpg

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