Cobalt-catalyzed esterification-peroxidation of α-diazoesters: access to α-acyloxy esters

Abstract

A cobalt-catalyzed esterification-peroxidation was realized by Co(II)/TBHP system to deliver α-acyloxy esters from readily available starting material in moderate to good yields. In this process, the O-H insertion reaction of...

Visible-light-induced copper-catalyzed oxidative esterification of α-azidoketones with diazoacetates: access to α-acyloxyacetates

“…α-Acyloxyacetates are key components in various natural products and serve as important synthetic building blocks, particularly in drug molecules. 1 Several drug molecules, including the naproxen (NAP) prodrug, show promise for targeted drug delivery in neurodegenerative disease treatment. 2 Aceclofenac, an NSAID used for musculoskeletal disorders, has limitations such as low solubility and bioavailability.…”

Construction of α-Acyloxy Ketones via Photoredox-Catalyzed O–H Insertion of Sulfoxonium Ylides with Carboxylic Acids

“…First, the protonation of diazoalkane followed by nucleophilic attack of carboxylate can afford the O–H insertion product (Scheme a) . Second, the formation of transition-metal carbenoids via denitrogenation of diazo compounds catalyzed by appropriate transition-metal catalysts followed by nucleophilic attack of carboxylic acids has been well documented for realizing O–H insertion reactions (Scheme b). − Third, an organic Lewis acid (tropylium)-catalyzed O–H functionalization of diazoalkanes with carboxylic acids has been reported by Koenigs and co-workers (Scheme c) . Moreover, the involvement of a free carbene intermediate, produced by photolytic activation of diazo compounds, in performing O–H insertion with carboxylic acids has also advanced (Scheme d). , …”