Fast sulfonylation of pyridine/quinoline N-oxides induced by iodine is demonstrated herein. The regioselective protocol occurs under metal-free conditions in a short reaction time (10 min), exhibiting high efficiency (up to 92% yield) and good compatibility (up to 33 examples). A gram-scale reaction was conducted with only a slight loss of production.
A copper/iron-catalyzed oxyphosphorylation of alkynes with H-phosphonates through a radical process was developed. The present protocol provides an attractive approach to β-ketophosphonates in moderate to good yields, with the advantages of readily available substrate, high functional group tolerance and operation simplicity.
The hydration of haloalkynes to give α‐halomethyl ketones was achieved based on a combination of a Cu(OAc)2 catalyst and a TFA (trifluoroacetic acid) promoter. This is the first synthesis of chloro/bromo/iodo methyl ketones through a hydration reaction catalyzed by a recyclable catalytic system. The catalytic system has a wide substrate scope and excellent chemoselectivity, and the procedure can also be scaled up.
A general and mild method for the construction of a carbon-nitrogen bond via copper-catalyzed oxidative cross-coupling of amines with α-aminocarbonyl compounds was achieved. Amines, either aliphatic primary amines, aromatic primary amines or secondary amines can be used as the starting materials. When R was different from R, two isomers would be observed. Therefore, this reaction system has a broad substrate scope and provides a facile pathway for the synthesis of 2-oxo-acetamidines.
A novel copper/silver cocatalyzed oxidative coupling of vinylarenes with ICH2CF3 or ICH2CHF2 through a radical process has been developed. The transformation provides an attractive approach to β-CF3/CHF2-substituted ketones, with the advantages of easily available starting materials and operational simplicity.
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