Synthesis of Spiroisoindolinones via Ru(II)-Catalyzed Spiroannulation of N-Acyl Ketimines with Aryl Isocyanates/Isothiocyanates through Aromatic C-H Bond Activation

被引：7

作者：

Khan, Zahid Ahmad ^{[1
]}

Singh, Vinod K. ^{[1
]}

机构：

[1] Indian Inst Technol Kanpur, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 24期

关键词：

3+2 ANNULATION; ALKYNES; ISOCYANATES; AMIDATION;

D O I：

10.1021/acs.joc.3c02275

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we disclose the first report on Ru-(II)-catalyzed amidation/thioamidation of 3-hydroxy-3-arylisoindolinones with isocyanates/isothiocyanates, respectively. The reaction furnishes spiroisoindolinones via sequential C-H functionalization of ortho C-H bond followed by intramolecular cyclization in moderate to high yields (up to 94%). Moreover, the developed strategy is highly atom-economical and site-selective and shows diverse substrate generality. Also, synthesized spiroisoindolinones undergo several chemical transformations.

引用

页码：17438 / 17449

页数：12

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