Cu(I)-catalyzed synthesis of N-tosyl-4-iminoquinolizines. Issue 27 (1st July 2015)

• Record Type: Journal Article
• Authors: Chen, Joanna L.; Namirembe, Sheila; Lauchert, Luke T.; Tsougranis, Gregory H.; Isaacs, André K.
• Is Part Of: Tetrahedron letters. Volume 56:Issue 27(2015)
• Page Start: 4105
• Page End: 4108
• Publication Date: 2015-07-01
• Subjects: Quinolizine -- CuAAC -- Ketenimine -- Base-promoted oxidation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.05.030
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Pyridines were found to be a convenient nucleophile in the copper(I)-catalyzed synthesis of N -tosyl-4-iminoquinolizines from 2-pyridyl compounds. Intramolecular cyclization of an in situ generated ketenimine and a tethered pyridine, followed by a base-promoted oxidation, affords the desired products in moderate to good yields under mild reaction conditions.