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
收藏
页码：17438 / 17449
页数：12
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