Issue 35, 2022

Hypervalent-iodine-mediated oxidation followed by the acetoxylation/tosylation of α-substituted benzylamines to obtain α-acyloxy/tosyloxy ketones

Abstract

An efficient and metal-free method has been developed for the sequential oxidation of α-alkylbenzylamines followed by acetoxylation or tosylation for the synthesis of α-acyloxy/tosyloxy ketones using hypervalent iodine(III). The employment of a simple starting material, broad substrate scope and operational simplicity are the key features of this protocol.

Graphical abstract: Hypervalent-iodine-mediated oxidation followed by the acetoxylation/tosylation of α-substituted benzylamines to obtain α-acyloxy/tosyloxy ketones

Supplementary files

Article information

Article type
Paper
Submitted
09 May 2022
Accepted
27 Jul 2022
First published
29 Jul 2022

New J. Chem., 2022,46, 16832-16839

Hypervalent-iodine-mediated oxidation followed by the acetoxylation/tosylation of α-substituted benzylamines to obtain α-acyloxy/tosyloxy ketones

B. D. Rupanawar, K. D. Mane and G. Suryavanshi, New J. Chem., 2022, 46, 16832 DOI: 10.1039/D2NJ02271K

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