Pd-Catalyzed Alkyl to Aryl Migration and Cyclization: An Efficient Synthesis of Fused Polycycles via Multiple C−H Activation

2004/05/26 by Qinhua Huang, Alessia Fazio, Guangxiu Dai +2 · 4 citations
Chemistry · #Catalytic C–H Functionalization Methods #Catalytic Cross-Coupling Reactions #Catalytic Alkyne Reactions

paper · doi:10.1021/ja047980y

openalex publication_date 2004/05/26 · openalex created_date 2025/10/10 · openalex updated_date 2026/06/26

Abstract

A novel palladium migration methodology for the synthesis of complex fused polycycles has been developed. This process involves 1,4-palladium alkyl to aryl migrations via through-space C-H activation, followed by intramolecular arylation or an intermolecular Heck reaction providing a very efficient way to synthesize fused ring systems.

Citations

• Activation of C−H Bonds by Metal Complexes

Cited by

• Synthesis of Substituted Carbazoles by a Vinylic to Aryl Palladium Migration Involving Domino C−H Activation Processes
• Nota non titolata a Cons. Stato, 3 marzo 2001, n. 1948 e 12 aprile 2001, n. 2247
• Palladium-Catalyzed Enantioselective Domino Heck/Intermolecular C–H Bond Functionalization: Development and Application to the Synthesis of (+)-Esermethole
• Palladium‐Catalyzed Through‐Space C(sp3)H and C(sp2)H Bond Activation by 1,4‐Palladium Migration: Efficient Synthesis of [3,4]‐Fused Oxindoles
• Organopalladium chemistry [wikipedia]