Palladium‐Catalyzed Carbonylation for General Synthesis of Aurones Using CO2

A palladium-catalyzed carbonylation of terminal aromatic alkynes and a waste hydrosilane, poly(methylhydrosiloxane) (PMHS), is carried out with 2-iodophenol using CO₂ to produce aurones. A variety of terminal alkynes and substituted 2-iodophenols are transformed into aurones in good yields.

Abstract

The carbonylation of alkynes using CO₂ to generate aurones is to date unknown. In this study, a palladium-catalyzed carbonylation of terminal aromatic alkynes and the waste hydrosilane, poly(methylhydrosiloxane) (PMHS), is carried out with 2-iodophenol using CO₂ to produce aurones. A variety of terminal alkynes and substituted 2-iodophenols are transformed into aurones in good yields. Preliminary mechanistic studies indicate that silyl formate, generated from CO₂ and PMHS, plays a crucial role in the carbonylation reaction.

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