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Iron‐Mediated Direct Ortho ‐ Nitration of Anilides and Aromatic Sulfonamides under Aerobic Oxidation Conditions.
Author(s) -
Botla Vinayak,
Ramana Daggupati V.,
Chiranjeevi Barreddi,
Chandrasekharam Malapaka
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201600906
Subject(s) - nitration , chemistry , reagent , electrophilic aromatic substitution , nitro , combinatorial chemistry , reaction conditions , functional group , organic chemistry , catalysis , polymer , alkyl
Direct ortho ‐nitration of anilides and aromatic sulfonamides employing inexpensive, nontoxic and readily available iron reagent is described. It is proposed that the aromatic nitration reaction operates through a single electron transfer (SET) mechanism and is effective in the absence of additive. The reaction produced a variety of mono nitrated derivatives with moderate to excellent yields. The reaction provides a practical method for the synthesis of nitro compounds owing to its simple experimental procedure, mild reaction conditions, broad substrate scope and the functional group compatibility.