Palladium-Catalyzed Carbonylative Cross-Coupling Reaction between Aryl(Heteroaryl) Iodides and Tricyclopropylbismuth: Expedient Access to Aryl CyclopropylketonesThis work was supported by a provincial Fonds de Recherche du Québec, Nature et Technologies (FRQNT) team grant and by the Centre in Green Chemistry and Catalysis (CGCC).
Received: 24 May 2017
Accepted after revision: 20 June 2017
19 July 2017 (eFirst)
Dedicated to Professor Victor Snieckus on the occasion of his 80th birthday
The carbonylative cross-coupling reaction between aryl and heteroaryl iodides and tricyclopropylbismuth is reported. The reaction is catalyzed by (SIPr)Pd(allyl)Cl, a NHC-palladium(II) catalyst, operates under 1 atm of carbon monoxide and tolerates a wide range of functional groups. The use of lithium chloride was found to provide higher yields of the desired aryl cyclopropylketones. The conditions were also applied to the carbonylative cross-coupling of an iodoalkene to afford the corresponding alkenyl cyclopropylketone.