Solvent-dependent chemoselective synthesis of different isoquinolinones mediated by the hypervalent iodine(III) reagent PISA

Isoquinolinone is an important heterocyclic framework in natural products and biologically active molecules, and the efficient synthesis of this structural motif has received much attention in recent years. Herein, we report a (phenyliodonio)sulfamate (PISA)-mediated, solvent-dependent synthesis of...

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Bibliographic Details
Published in:Beilstein journal of organic chemistry 2024-08, Vol.20 (1), p.1914-1921
Main Authors: Hu, Ze-Nan, Wang, Yan-Hui, Wu, Jia-Bing, Chen, Ze, Hong, Dou, Zhang, Chi
Format: Article
Language:English
Subjects:
annulation
Chemistry
c–h amination
Full Research Paper
hypervalent iodine reagent
iodine(iii)
isoquinolinone
solvent-dependence
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Summary:Isoquinolinone is an important heterocyclic framework in natural products and biologically active molecules, and the efficient synthesis of this structural motif has received much attention in recent years. Herein, we report a (phenyliodonio)sulfamate (PISA)-mediated, solvent-dependent synthesis of different isoquinolinone derivatives. The method provides highly chemoselective access to 3- or 4-substituted isoquinolinone derivatives by reacting -alkenylbenzamide derivatives with PISA in either acetonitrile or wet hexafluoro-2-isopropanol.
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.20.167