Oxidative Hetero Coupling Reaction of 2-Oxindoles with Phenols Using Guanidinium Hypoiodite Catalyst

An oxidative hetero coupling reaction between 2-oxindoles and phenols was developed using a guanidinium/hypoiodite catalytic system. This reaction enables the efficient construction of 3-aryl-2-oxindole scaffolds under mild conditions. Furthermore, oxidative heterocoupling employing a chiral guanidinium organocatalyst in combination with hypoiodite afforded enantio-enriched products with moderate enantioselectivity.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-01-28
DOI
https://doi.org/10.1021/acs.joc.5c02871
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Oxidative Hetero Coupling Reaction of 2-Oxindoles with Phenols Using Guanidinium Hypoiodite Catalyst

Minami Odagi, Hayate Ishizuka, Io Mori, Kazuo Nagasawa et al.
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Oxidative Hetero Coupling Reaction of 2-Oxindoles with Phenols Using Guanidinium Hypoiodite Catalyst

Minami Odagi, Hayate Ishizuka, Io Mori, Kazuo Nagasawa, Yuta Shimizu
article en

Abstract

An oxidative hetero coupling reaction between 2-oxindoles and phenols was developed using a guanidinium/hypoiodite catalytic system. This reaction enables the efficient construction of 3-aryl-2-oxindole scaffolds under mild conditions. Furthermore, oxidative heterocoupling employing a chiral guanidinium organocatalyst in combination with hypoiodite afforded enantio-enriched products with moderate enantioselectivity.

The Journal of Organic ChemistryVol. 91(5)
Tokyo University of Agriculture and Technology (JP)
Openalex Percentile: Top 74%
Catalytic C–H Functionalization Methods
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