Palladium-catalyzed cascade carbonylative annulation between alkene-tethered aryl iodides and carbon monoxide. Issue 57 (24th June 2021)

• Record Type: Journal Article
• Authors: Zhang, Yong; Sun, Ya-Kui; Chang, Ya-Ping; Shao, Hui; Zhao, Yu-Ming
• Is Part Of: Chemical communications. Volume 57:Issue 57(2021)
• Page Start: 7023
• Page End: 7026
• Publication Date: 2021-06-24
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d1cc02217b
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A novel Pd-catalyzed carbonylative cascade of alkene-tethered aryl iodides has been developed. Mechanistic studies suggested the reaction proceeded via a Heck-type carbonylative cyclization, followed by a ketene-involved Friedel–Crafts acylation. Abstract : Rapid construction of molecules bearing all-substituted quaternary stereocenters represents a highly significant but challenging task in organic synthesis. Herein, we report a novel palladium-catalyzed cascade between alkene-tethered aryl iodides and carbon monoxide, which has resulted in a practical and powerful method for the synthesis of complex polycyclic molecules containing aryl-substituted quaternary stereocenters. Mechanistic studies suggested that the reaction proceeded via a Heck-type carbonylative cyclization, followed by a ketene-involved Friedel–Crafts acylation.