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

ABSTRACT: We report an iridium(I)-catalyzed branched-selective C-H alkylation of N-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 N-aryl ring. With this atom-economic and highly branched-selective protocol, an array of biologically relevant N-arylisoindolinones were obtained in good yields. Asymmetric control was achieved with up to 87:13 er when a BiPhePhos-like chiral ligand was employed.

SUBMITTER: Xiong M

PROVIDER: S-EPMC8954050 | biostudies-literature | 2022 Mar

REPOSITORIES: biostudies-literature

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

Xiong Maoqian M Shu Yuhang Y Tang Jie J Yang Fan F Xing Dong D

Molecules (Basel, Switzerland) 20220316 6

We report an iridium(I)-catalyzed branched-selective C-H alkylation of N-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 N-aryl ring. With this atom-economic and highly branched-selective protocol, an array of biologically relevant N-arylisoindolinones were obtained in good yields. Asymmetric control was achieved with up to 87:13 er when ...[more]

PMID: 35335286

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