Nitro group removal

The nitro group removes electron density from the ring. 

Fed, fenitrothion hydrolase encoded on pNF2 Nto, nitro group- removing oxidative pathway MhqA, monooxyganase MhqB, dioxygenase... 

In contrast to this, the nitro group removes electrons from Co (III),... 

An alternative use of added readily degradable substrates is to drive the local environment toward anaerobiosis so that reactions such as reductive dechlorinations or reductive removal of nitro-groups are promoted. 

The ring-chlorinated derivatives of toluene form a group of stable, industrially important compounds. Many chlorotoluene isomers can be prepared by direct chlorination. Other chlorotoluenes are prepared by indirect routes involving the replacement of amino, hydroxyl, chlorosulfonyl, and nitro groups by chlorine and the use of substituents, such as nitro, amino, and sulfonic acid, to orient substitution followed by their removal from the ring. 

Amino groups are formed by reduction of nitro groups in aryl substituents and behave normally (62JCS1671), but when attached directly to the pyridopyridazine ring they may be removed by acid hydrolysis or treatment with nitrous acid, or replaced by hydrazine. 

Although the nitro group plays a crucial role in most of these SrnI reactions, reactions of this type have synthetic application beyond the area of nitro compounds. The nitromethyl groups can be converted to other functional groups, including aldehydes and carboxylic acids.Nitro groups at tertiary positions can be reductively removed by reaction with the methanethiol anion.This reaction also appears to be of the electron-transfer type, with the methanethiolate anion acting as the electron donor ... 

Acylation of a sulfonamide on the amide nitrogen serves to remove the sometimes objectionable taste of these drugs. Reac-I ion of intermediate, 154, with acetic anhydride followed by reduction of the nitro group affords acetyl methoxyprazine (156). The last, which has much the same biologic action as Mie parent compound, is used for oral administration in syrups. 

The benzyl 1C methoxy group is then removed by metal-ammonia reduction. Alkylation with p-nitrophenethyl bromide would then give the intermediate 78. Reduction of the nitro group would thus afford verilopam (79). The same... 

Removal of the nitro group results in an alteration of antimicrobial spectrum leading to a series of antifungal agents. For example, reaction of 2,4-dichloroacetophenone with glycerol and tosic acid leads to dioxolane Under bromin-... 

The nitro group of ct-nitro ketones is readily removed either by treatment v/ith BiuSnH or reduction v/ith LiAlHl of the cotrespondmg tosylhydrazones fEq 3 58 Details of denitration are discussed in Section 7 2, and some applications of this process are shovm in Schemes 35-37... 

A short synthesis of ptostaglandm derivatives via a three component coupling reaction reported, in which the enolates are trapped v/ith nitroalkenes. The nitro group is removed v... 

Thus, radical denitradon has developed as a reliable tool in organic synthesis and has been mainly carried out using dn hydnde in total syntheses of natural products. There is one report in which NaTeH was used for removing the nitro group. Norslanadione, a biologically acdve... 

The nitro group of aromatic nitro compounds has been removed with sodium borohydride. This reaction involves an addition-elimination mechanism. 

Sometimes it is useful to be able to remove a protecting group by photolysis. 2-Nitrobenzyl carbamates meet this requirement. The photoexcited nitro group abstracts a hydrogen from the benzylic position, which is then converted to a a-hydroxybenzyl carbamate that readily hydrolyzes232... 

Pt02 and H2 were used in 0.5% HCl to remove the Cl and reduce a nitro group to provide a cyclohexylammonium salt.460... 

---