A simple synthesis of anilines by LiAlH4/TiCl4 reduction of aromatic nitro compounds

2015 ◽  
Vol 56 (39) ◽  
pp. 5341-5344 ◽  
Author(s):  
Maria Luisa Di Gioia ◽  
Antonella Leggio ◽  
Isabella Federica Guarino ◽  
Vanessa Leotta ◽  
Emanuela Romio ◽  
...  
Keyword(s):  
Nitro Compounds ◽  
Simple Synthesis ◽  
Aromatic Nitro Compounds ◽  
Aromatic Nitro

Simple Synthesis of Dimethyl Nitrobenzhydrylphosphonates and Heteroarylnitroarylacetonitriles via Vicarious Nucleophilic Substitution (VNS) Reaction

Synthesis ◽  
2020 ◽  
Vol 53 (01) ◽  
pp. 175-181
Author(s):  
Mieczysław Mąkosza ◽  
Małgorzata Bechcicka ◽  
Krzysztof Wojciechowski
Keyword(s):  
Nucleophilic Substitution ◽  
Nitro Group ◽  
Nitro Compounds ◽  
Simple Synthesis ◽  
Para Position ◽  
Crucial Step ◽  
Vicarious Nucleophilic Substitution ◽  
Aromatic Nitro Compounds ◽  
Leaving Group ◽  
Aromatic Nitro

Acetals of dimethyl phenyl- and heteroaryl-α-hydroxymethanephosphonates were deprotonated to generate carbanions, which enter the vicarious nucleophilic substitution (VNS) of hydrogen in aromatic nitro compounds to form 4-nitrobenzhydrylphosphonates and α-heteroaryl-4-nitrobenzylphosphonates. Similarly acetals of cyano­hydrins of heteroaromatic aldehydes (furfural and 2-formylthiophene) react to form heteroaryl 4-nitroarylacetonitriles. The anion of the hemiacetal of acetaldehyde is an efficient leaving group in the base-induced β-elimination step – the crucial step in the VNS reaction. The reaction selectively occurred at the para-position to the nitro group.

ChemInform Abstract: A Simple Synthesis of Anilines by LiAlH4/TiCl4Reduction of Aromatic Nitro Compounds.

ChemInform ◽  
2016 ◽  
Vol 47 (3) ◽  
Author(s):  
Maria Luisa Di Gioia ◽  
Antonella Leggio ◽  
Isabella Federica Guarino ◽  
Vanessa Leotta ◽  
Emanuela Romio ◽  
...  
Keyword(s):  
Nitro Compounds ◽  
Simple Synthesis ◽  
Aromatic Nitro Compounds ◽  
Aromatic Nitro

Quantitative Estimation of Aromatic Nitro Compounds

1954 ◽  
Vol 26 (7) ◽  
pp. 1238-1240 ◽  
Author(s):  
Enno. Wolthuis ◽  
Stephen. Kolk ◽  
Luke. Schaap
Keyword(s):  
Quantitative Estimation ◽  
Nitro Compounds ◽  
Aromatic Nitro Compounds ◽  
Aromatic Nitro
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