title: Palladium-Catalyzed Arylcarboxylation of Propargylic Alcohols with CO2and Aryl Halides: Access to Functionalized α-Alkylidene Cyclic Carbonates.
abstract: A palladium-catalyzed, three-component reaction between propargylic alcohols, CO2, and aryl halides was developed whereby a sequential carboxylation, trans-oxopalladation of the C≡C bond by an ArPdX species, and a reductive elimination procedure afforded a series of functionalized α-alkylidene cyclic carbonates in moderate to excellent yields. Notably, the configuration of these tetrasubstituted olefins was dominated by the trans-oxopalladation step where the aryl group derived from ArX is located trans to the oxygen attached in the double bond. This protocol features simultaneous formation of four novel bonds in a one-pot reaction, representing an efficient method for incorporation of CO2into heterocycles.
authors.affiliation: School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, and Institute for Natural and Synthetic Organic Chemistry, Changzhou University , Changzhou 213164, P. R. China.
authors.forename: Song
authors.identifier: 0000-0002-9974-6456
authors.initials: S
authors.lastname: Sun
authors.affiliation: School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, and Institute for Natural and Synthetic Organic Chemistry, Changzhou University , Changzhou 213164, P. R. China.
authors.forename: Bingbing
authors.initials: B
authors.lastname: Wang
authors.affiliation: School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, and Institute for Natural and Synthetic Organic Chemistry, Changzhou University , Changzhou 213164, P. R. China.
authors.forename: Ning
authors.initials: N
authors.lastname: Gu
authors.affiliation: School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, and Institute for Natural and Synthetic Organic Chemistry, Changzhou University , Changzhou 213164, P. R. China.
authors.forename: Jin-Tao
authors.identifier: 0000-0002-0264-9407
authors.initials: JT
authors.lastname: Yu
authors.affiliation: School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, and Institute for Natural and Synthetic Organic Chemistry, Changzhou University , Changzhou 213164, P. R. China.
authors.forename: Jiang
authors.identifier: 0000-0003-2580-1616
authors.initials: J
authors.lastname: Cheng