Hypervalent-iodine-mediated oxidation followed by the acetoxylation/tosylation of α-substituted benzylamines to obtain α-acyloxy/tosyloxy ketones?
New Journal of Chemistry Pub Date: 2022-07-29 DOI: 10.1039/D2NJ02271K
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.
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Journal Name:New Journal of Chemistry
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CAS no.: 89640-58-4