Carbonylative Heck reactions using CO generated ex situ in a two-chamber system

Area of Science:

• Organic Chemistry
• Synthetic Chemistry

Background:

• The carbonylative Heck reaction is a valuable tool for synthesizing complex organic molecules.
• Traditional methods often involve hazardous carbon monoxide (CO) gas and transition metal catalysts.

Purpose of the Study:

• To report a novel, safer carbonylative Heck reaction.
• To utilize a stable, crystalline, non-transition metal based CO source.
• To achieve efficient synthesis of chalcone derivatives.

Main Methods:

• A two-chamber system was employed for the reaction.
• A stable, crystalline, non-transition metal based carbon monoxide precursor was used.
• Aryl iodides and styrene derivatives were reacted under optimized conditions.

Main Results:

• The reaction successfully synthesized chalcone derivatives in good yields.
• Near-stoichiometric amounts of the CO precursor were used, enabling effective CO utilization.
• The method was demonstrated for isotope labeling using carbon-13 (¹³CO).

Conclusions:

• A safe and efficient carbonylative Heck reaction was established.
• The developed method offers a practical alternative for synthesizing chalcones.
• The utility in isotope labeling highlights its versatility in chemical synthesis.