Deoxygenation of nitrobenzene by triphenylphosphine in hydrogen fluoride synthesis of -fluoroaniline

A Simple, Fast and Chemoselective Method for the Preparation of Arylthiols

“…Triphenylphosphine is known to be compatible with other reducible functional groups such as halogens, carboxylic acids and ketones, however, it is known to deoxygenate nitro groups in aromatic systems under certain conditions. 13 In order to establish the generality and chemoselectivity of the reaction, substrates containing these functionalities were subjected to the reaction conditions and the results are summarized in Table 1. It is noteworthy that, in all cases, irrespective of substitution, the reaction proceeded rapidly and was complete within 15 minutes.…”

“…It is noteworthy that, in all cases, irrespective of substitution, the reaction proceeded rapidly and was complete within 15 minutes. Under these reaction conditions the nitro group remained intact (entries [11][12][13].…”

A Common, Facile and Eco‐Friendly Method for the Reduction of Nitroarenes, Selective Reduction of Poly‐Nitroarenes and Deoxygenation of N‐Oxide Containing Heteroarenes Using Elemental Sulfur

“…Zinc dust‐ammonium salt system has been utilized separately either for the reduction of nitroarenes or for the deoxygenation of N ‐oxide containing heteroarenes , . Tervalent phosphorus such as (EtO) 3 P, reduced efficiently N ‐oxide heteroarenes and, in some cases, it has been reported for reduction of nitroarenes. Recently, diboron reagents such as bis(pinacolato)‐ and bis(catecholato)diboron also allowed efficiently the synthesis of anilines and azaheterocycles from nitroarenes and deoxygenation of N ‐oxide containing heteroarenes, respectively.…”