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Palladium-Catalyzed Multicomponent Carbonylative Cyclization toward Ynone-Functionalized Isoquinolinones.

Shun-Xi Li¹, Fa-Xiang Yang¹, Ming Li¹

¹Gansu International Scientific and Technological Cooperation Base of Water-Retention Chemical Functional Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, P. R. China.

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|March 18, 2026

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A new palladium-catalyzed method synthesizes alkynone-substituted isoquinolinones using chloroform as a safe carbon monoxide (CO) source. This efficient, CO-free approach provides direct access to valuable bioactive isoquinoline scaffolds.

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Area of Science:

Organic Chemistry
Synthetic Chemistry
Medicinal Chemistry

Background:

Isoquinolinones are crucial scaffolds in medicinal chemistry.
Traditional synthesis methods often require harsh conditions or toxic reagents.
Developing efficient and safe synthetic routes is paramount.

Purpose of the Study:

To develop a novel palladium-catalyzed carbonylative synthesis of alkynone-substituted isoquinolinones.
To utilize chloroform as a safe and convenient carbon monoxide (CO) surrogate.
To establish a CO-free protocol for accessing bioactive isoquinoline derivatives.

Main Methods:

Palladium-catalyzed coupling reaction.
Base-mediated hydrolysis of chloroform (CHCl₃) for in situ CO generation.
Reaction of 2-iodobenzamides with terminal alkynes.

Main Results:

Successful synthesis of alkynone-substituted isoquinolinones.
Demonstrated broad substrate scope and excellent functional group tolerance.
Achieved scalability of the protocol.

Conclusions:

The developed method offers an efficient and safe route to alkynone-substituted isoquinolinones.
This protocol provides direct access to potentially bioactive isoquinoline scaffolds.
The use of chloroform as a CO surrogate simplifies the synthetic procedure.