Palladium-Catalyzed Carbene Migratory Insertion/Carbonylation Cascade Reaction: Synthesis of 2-Indolones with a C3 All-Carbon Quaternary Center

• DOI: 10.1021/acs.orglett.2c00073
• Publication Date: 2022-01-31T21:04:46Z
• Authors: Ming Cheng; Xiao-Yan Huang; Fang Yang; Dong-Mei Zhao; Kegong Ji; Zi-Sheng Chen
• Keywords: 01 natural sciences; 0104 chemical sciences

An attractive palladium-catalyzed three-component reaction of ortho-amino aryl diazo esters, allyl carboxylates, and carbon monoxide (CO) has been developed. This catalytic system rendered domino carbene migratory insertion and carbonylation. Remarkably, 2-indolones 3 with a C3 all-carbon quaternary center can be selectively obtained in good to excellent yields via one-pot synthesis, in which two different C-C bonds and one C-N bond were formed in a straightforward manner.