Metal-free Arylation of Ethyl Acetoacetate With Hypervalent Diaryliodonium Salts: An Immediate Access to Diverse 3-aryl-4(1H)-quinolones

Andrii Monastyrskyi, Niranjan K Namelikonda, Roman Manetsch

J Org Chem. 2015 Mar 6;80(5):2513-2520.

PMID: 25558982

Abstract:

A clean arylation protocol of ethyl acetoacetate was developed using hypervalent diaryliodonium salts under mild and metal-free conditions. The scope of the reaction, using symmetric and unsymmetric iodonium salts with varying sterics and electronics, was examined. Further, this method has been applied for the synthesis of antimalarial compound ELQ-300, which is currently in preclinical development.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP141979	Ethyl acetoacetate		141-97-9	Price