Phosphine ligand-free RuCl3-catalyzed reductive N-alkylation of aryl nitro compounds. Issue 29 (21st July 2016)

• Record Type: Journal Article
• Authors: Tan, Da-Wei; Li, Hong-Xi; Young, David James; Lang, Jian-Ping
• Is Part Of: Tetrahedron. Volume 72:Issue 29(2016)
• Page Start: 4169
• Page End: 4176
• Publication Date: 2016-07-21
• Subjects: N-alkylation -- Ruthenium -- Nitroarene -- Alcohol -- Glycerol -- Ligand-free; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.05.036
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Without using any additional ligands, RuCl3 efficiently catalyses the reductive N-alkylation of aryl nitro compounds with alcohols using bio-based glycerol as the hydrogen source and without the need for any added solvents. The reaction can be easily manipulated to produce either imines or secondary amines in high yields. RuCl3 -catalyzed reductive N-alkylation of nitroarenes with alcohols affords the corresponding imine products in good to excellent yields. Under the same reaction conditions, the one-pot sequential reaction of nitroarenes with alcohols and glycerol also gives amines in higher yields. Graphical abstract: