Review of application of the I₂ and dimethyl sulfoxide combined reagent system to aryl methyl ketones for diverse transformations

Abstract

The synthesis of small molecules and complex scaffolds is one of the most important topics in organic synthesis. Aryl methyl ketones, as simple and easily available materials with rich and...

N-Benzylhydroxylamine as a novel synthetic block in “C1N1” embedding reaction via α-C(sp3)–H activation strategy

“…A plausible mechanism for this [2+2+1] annulation reaction is depicted in Scheme 5 on the basis of above results and previous reports. 10 Initially, acetophenone ( 1a ) is converted to phenylglyoxal ( 1ab ) by iodination/Kornblum oxidation sequences in I 2 -DMSO system. Then, the in situ generated acyl ketonitrone A from N -benzylhydroxylamine hydrochloride ( 2a ) and phenylglyoxal ( 1ab ) is tautomerized to intermediate 6 , which is trapped by p -toluidine ( 3a ) to form the ketonitrone imide intermediate B .…”