30777-83-4

Usage

Uses

Used in Organic Synthesis:
2-[(2-nitrobenzyl)oxy]-1H-isoindole-1,3(2H)-dione is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, facilitating the creation of a range of organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-[(2-nitrobenzyl)oxy]-1H-isoindole-1,3(2H)-dione is used as a building block for the synthesis of new compounds with potential medicinal properties, due to its unique structural features and possible biological activity.
Used in Agrochemicals:
2-[(2-nitrobenzyl)oxy]-1H-isoindole-1,3(2H)-dione is utilized in the development of agrochemicals, where its chemical properties may contribute to the creation of new pesticides or other agricultural chemicals.
Used in Material Science:
In the field of material science, 2-[(2-nitrobenzyl)oxy]-1H-isoindole-1,3(2H)-dione is employed for its potential to enhance or create new materials with specific characteristics, such as improved stability or reactivity.

Upstream product

• 524-38-9 N-hydroxyphthalimide 
• 3958-60-9 2-nitrophenylmethyl bromide 
• 88-72-2 1-methyl-2-nitrobenzene 

Downstream Products

• 1384122-90-0 tert-butyl 2-nitrobenzyloxycarbamate 
• 612-27-1 2-nitroso-benzoic acid 
• 552-89-6 2-nitro-benzaldehyde 
• 29809-25-4 2-nitrosobenzaldehyde 
• 1054654-90-8 C₃₃H₃₄N₄O₉Si 
• 179759-92-3 O-(2-nitrobenzyl)hydroxylamine 

Relevant academic research and scientific papers

Synthesis and photochemical studies of 2-nitrobenzyl-caged N-hydroxysulfonamides

Recently, N-hydroxysulfonamides (RSO2NHOH) caged by photolabile protecting groups have attracted significant interest as potential photoactive nitroxyl (HNO) donors. The selectivity of the desired HNO generation pathway from photocaged N-hydroxysulfonamides versus a competing pathway involving O-N bond cleavage is dependent on the specific photodeprotection mechanism of the phototrigger. We present a new class of photocaged N-hydroxysulfonamides incorporating the well-established o-nitrobenzyl photoprotecting group, including a derivative incorporating an additional carbonate linker. Photodecomposition of o-NO2Bn-ON(H)SO2CF3 and the corresponding 2-nitro-4,5-dimethoxybenzyl analog generated the desired HNO and CF3SO2- as a minor pathway, with competing photoinduced O-N bond cleavage to release CF3SO2NH2 as the major photodecomposition pathway. Photolysis of the corresponding -SO2CH3 analogs resulted in O-N bond cleavage only. The presence of the o-nitro substituent was shown to be essential for photoactivity. Photorelease of the parent HNO donor CH3SO2NHOH was observed as the major product upon irradiation of o-NO2Bn-OC(O)ON(H)SO2CH3, with the desired HNO release and O-N bond cleavage occurring as minor pathways. Photoproduct quantum yields for each species have been determined by actinometry. The effect of solvent, pH and air on the mechanism of photodecomposition was studied for o-NO2Bn-ON(H)SO2CH3. The ratio of the solvents in the solvent mixture (CH3CN and phosphate buffer, pH 7.0), the pH of the aqueous component of the buffer, and the presence of oxygen did not affect the amount of each photoproduct and the observed rate constant for O-N bond cleavage. Possible mechanisms for the various pathways are proposed.

NBu4NI-catalyzed intermolecular C-O cross-coupling reactions: Synthesis of alkyloxyamines

A practical and simple nBu4NI-catalyzed C-O bond formation for the synthesis of alkyloxyamines was achieved under metal-free conditions. The reaction is applicable to the coupling of a range of benzylic and allylic hydrocarbons with N-hydroxyphthalimide and is tolerant of various functional groups. The reaction mechanism was primarily investigated and a radical process was proposed.

Total synthesis of (+)-Sieboldine a: Evolution of a pinacol-terminated cyclization strategy

This article describes synthetic studies that culminated in the first total synthesis of the Lycopodium alkaloid sieboldine A. During this study, a number of pinacolterminated cationic cyclizations were examined to form the cishydrindanone core of siebold

ESTRATRIENE DERIVATIVES

Compounds and methods for modulating mesenchymal cell function, for instance smooth muscle and fibroblast proliferation or cytokine expression, and for treating conditions associated with mesenchymal cell function, for instance airway hyperresponsiveness

2'-Deoxy-2'-alkoxyaminouridines: Novel 2'-substituted uridines prepared by intramolecular nucleophilic ring opening of 2,2'-O-anhydrouridines

Natural and unnatural modified nucleosides and nucleotides play important roles in biology, medicine, and as biomedical research tools. Reported herein is an application of synthetic methodology developed for the stereo- and regiospecific introduction of structural modifications at the 2'-position of uridine nucleosides. A novel class of modified nucleosides, 2'-alkoxylamino-2'-deoxy uridines, are prepared by intramolecular nucleophilic addition of a 3'-tethered alkoxycarbamate nucleophile to the 2'-position with concomitant opening of a 2,2'-anhydrouridine.