The Synthesis of Functionalized 3-Aryl- and 3-Heteroaryloxazolidin-2-ones and Tetrahydro-3-aryl-1,3-oxazin-2-ones via the Iodocyclocarbamation Reaction: Access to Privileged Chemical Structures and Scope and Limitations of the Method
Abbegail C. Bell, Alex B. Boomsma, Niecia E. Flikweert, Robert M. Hohlman, Shiyuan Zhang, Ronald L. Blankespoor, Shannon M. Biros, Richard J. Staples, Steven J. Brickner and Michael R. Barbachyn*
*Department of Chemistry and Biochemistry, Calvin University, 1726 Knollcrest Circle SE, Grand Rapids, Michigan 49546, United States,
Email: mrb43
calvin.edu
A. C. Bell, A. B. Boomsma, N. E. Flikweert, R. M. Hohlman, S. Zhang, R. L. Blankespoor, S. M. Biros, R. J. Staples, S. J. Brickner, M. R. Barbachyn, J. Org. Chem., 2020, 85, 6323-6337.
DOI: 10.1021/acs.joc.9b03400
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Abstract
3-Aryl- and 3-heteroaryl-5-(iodomethyl)oxazolidin-2-ones can readily be prepared by the iodocyclocarbamation reaction of N-allylated N-aryl or N-heteroaryl carbamates. These structures are useful intermediates for the rapid preparation of potential lead compounds with biological activity.
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Key Words
ID: J42-Y2020
