Journal
TETRAHEDRON
Volume 72, Issue 29, Pages 4169-4176Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.05.036
Keywords
N-alkylation; Ruthenium; Nitroarene; Alcohol; Glycerol; Ligand-free
Categories
Funding
- National Natural Science Foundation of China [21373142, 21471108, 21531006]
- State Key Laboratory of Organometallic Chemistry of Shanghai Institute of Organic Chemistry [2015kf-07]
- '333' Project of Jiangsu Province
- Priority Academic Program Development of Jiangsu Higher Education Institutions
- 'SooChow Scholar' Program of Soochow University
- Innovative research Program for Postgraduates in Universities of Jiangsu Province in China [KYZZ-0335]
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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. RuCI3-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. (C) 2016 Elsevier Ltd. All rights reserved.
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