Synthesis of N-substituted aryl amidines by strong base activation of amines. Issue 27 (1st July 2015)

• Record Type: Journal Article
• Authors: Khalifa, Muhammad M.; Bodner, Micah J.; Berglund, J. Andrew; Haley, Michael M.
• Is Part Of: Tetrahedron letters. Volume 56:Issue 27(2015)
• Page Start: 4109
• Page End: 4111
• Publication Date: 2015-07-01
• Subjects: Amidine -- Amine -- Nitrile -- Base-activation -- Strong base; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.05.029
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: We describe an efficient method for the direct preparation of N -substituted aryl amidines from nitriles and primary amines. The protocol employs activation of amines by a strong base and provides greater access to a pharmaceutically relevant functional group. This synthetic approach tolerates deactivated nitriles, nitriles with competing substitution sites, and aryl amines.