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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Selenium dioxide-mediated synthesis of α-ketoamides from arylglyoxals and secondary amines
Arthur Y Shaw1, Christine R Denning, Christopher Hulme
1Department of Pharmacology and Toxicology, College of Pharmacy, BIO5 Oro Valley, The University of Arizona, 1580 E. Hanley Blvd., Oro Valley, AZ 85737, USA.
Abstract:
A facile and expeditious synthetic approach to α-ketoamides 3 is described. A series of α-ketoamides 3 was synthesized via reaction of selenium dioxide-mediated oxidative amidation between arylglyoxals 1 and secondary amines 2, and accelerated with microwave irradiation. Our findings indicate that constrained amines, such as piperazine and piperidine exhibit higher conversions for this transformation. This reaction was explored by synthesizing a series of α-ketoamides 3 from various arylglyoxals with cyclic and acyclic secondary amines.
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