Tetrahedron letters

Synthesis of substituted heterocycles. Simple method for the introduction of the N-hydroxyurea functionality

YY Ku, RR Patel, BA Roden, DP Sawick

Index: Ku, Yi-Yin; Patel, Ramesh R.; Roden, Brian A.; Sawick, David P. Tetrahedron Letters, 1994 , vol. 35, # 33 p. 6017 - 6020

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Citation Number: 18

Abstract

Abstract A simple method for the introduction of the N-hydroxyurea functionality has been developed. This involves conjugate addition of hydroxylamine to a vinylsulfone substrate. This method was successfully used in a facile synthesis of the 5-lipoxygenase inhibitors, zileuton and A-69412.

Structure-activity relationships of N-hydroxyurea 5-lipoxyge...

[Stewart, Andrew O.; Bhatia, Pramila A.; Martin, Jonathan G.; Summers, James B.; Rodriques, Karen E.; Martin, Michael B.; Holms, James H.; Moore, Jimmie L.; Craig, Richard A.; Kolasa, Teodozyj; Ratajczyk, James D.; Mazdiyasni, Hormoz; Kerdesky, Francis A. J.; DeNinno, Shari L.; Maki, Robert G.; Bouska, Jennifer B.; Young, Patrick R.; Lanni, Carmine; Bell, Randy L.; Carter, George W.; Brooks, Clint D. W. Journal of Medicinal Chemistry, 1997 , vol. 40, # 13 p. 1955 - 1968]