Category: 33094-66-5

Palladium(0)-Catalyzed Dearomatization of 2-Nitrobenzofurans through Formal (3+2) Cycloadditions with Vinylcyclopropanes: A Straightforward Access to Cyclopenta[b]benzofurans was written by Ling, Johanne;Laugeois, Maxime;Michelet, Veronique;Ratovelomanana-Vidal, Virginie;Vitale, Maxime R.. And the article was included in Synlett in 2018.Product Details of 33094-66-5 This article mentions the following:

The design and synthesis of a series of novel cyclopenta[b]benzofuran derivatives e.g., I via palladium-catalyzed dearomatization of various 2-nitrobenzofurans such as 2-nitrobenzofuran, 5-chloro-2-nitrobenzofuran, 7-methoxy-2-nitrobenzofuran, etc. efficiently undergo a dearomative (3+2) cycloaddition with vinylcyclopropanes such as 2-vinylcyclopropane-1,1-dicarbonitrile, diisopropyl 2-vinylcyclopropane-1,1-dicarboxylate, 5,7-dimethyl-1-vinyl-5,7-diaza-spiro[2.5]octane-4,6,8-trione, etc. has been reported. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Product Details of 33094-66-5).

2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Product Details of 33094-66-5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

An improved synthesis of 2-nitrobenzo[b]furans was written by Tromelin, Anne;Demerseman, Pierre;Royer, Rene. And the article was included in Synthesis in 1985.Application of 33094-66-5 This article mentions the following:

Ten nitrobenzofurans I (R = H, MeO, Br, NO₂, MeCO, CO₂Me, cyano; R¹ = H, MeO; R² = H, MeO, Br) were prepared in 2 steps by treating hydroxybenzaldehydes II with BrCH₂NO₂ and K₂CO₃ in Me₂CO to give 48-97% hydroxynitrodihydrobenzofurans III which were dehydrated in refluxing Ac₂O to quant. give I. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Application of 33094-66-5).

2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Application of 33094-66-5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Chemotherapeutic studies on 2-nitrobenzofuran derivatives was written by Kuriyama, Kiyoshi;Matsuzawa, Mikihiko;Uno, Masae;Ohishi, Yoshitaka;Ikemoto, Masahiko. And the article was included in Yakugaku Zasshi in 1978.Related Products of 33094-66-5 This article mentions the following:

Antibacterial activities of 2-nitrobenzofuran derivatives (NBFD) against 8 strains of gram-pos. and -neg. bacteria were comparable to nitrofurantoin. Elongated cells were occasionally observed in the culture medium containing NBFD. When NBFD (12.5-100 mg/kg) was orally administered to rats, the metabolites excreted in urine also showed antibacterial activity. The antibacterial spectrum of the urinary metabolites, however, was different from that of the intact compound The cytotoxicity of NBFD and nitrofurantoin was examined using cultured chick embryo fibroblasts. The inhibition of cell multiplication appeared in the concentration range of 0.39-25 μg/mL. In the case of 7-substituted NBFD, the compound which possessed a high antibacterial activity indicated a low cytotoxicity. A reverse relation between antibacterial activity and cytotoxicity seemed to depend on the size of a substituent in the 7-position of NBFD. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Related Products of 33094-66-5).

2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Related Products of 33094-66-5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Visualization of plant cell wall lignification using fluorescence-tagged monolignols was written by Tobimatsu, Yuki;Wagner, Armin;Donaldson, Lloyd;Mitra, Prajakta;Niculaes, Claudiu;Dima, Oana;Kim, Jeong Im;Anderson, Nickolas;Loque, Dominique;Boerjan, Wout;Chapple, Clint;Ralph, John. And the article was included in Plant Journal in 2013.Safety of 2-Nitrobenzofuran This article mentions the following:

Lignin is an abundant phenylpropanoid polymer produced by the oxidative polymerization of p-hydroxycinnamyl alcs. (monolignols). Lignification, i.e., deposition of lignin, is a defining feature of secondary cell wall formation in vascular plants, and provides an important mechanism for their disease resistance; however, many aspects of the cell wall lignification process remain unclear partly because of a lack of suitable imaging methods to monitor the process in vivo. In this study, a set of monolignol analogs γ-linked to fluorogenic aminocoumarin and nitrobenzofuran dyes were synthesized and tested as imaging probes to visualize the cell wall lignification process in Arabidopsis thaliana and Pinus radiata under various feeding regimens. In particular, we demonstrate that the fluorescence-tagged monolignol analogs can penetrate into live plant tissues and cells, and appear to be metabolically incorporated into lignifying cell walls in a highly specific manner. The localization of the fluorogenic lignins synthesized during the feeding period can be readily visualized by fluorescence microscopy and is distinguishable from the other wall components such as polysaccharides as well as the pre-existing lignin that was deposited earlier in development. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Safety of 2-Nitrobenzofuran).

2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Safety of 2-Nitrobenzofuran

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Modifications of biological activity following the addition of a second nitrofuran ring to nitroarenofuran homocycles was written by Bilger, Christine;Demerseman, Pierre;Buisson, Jean Pierre;Royer, Rene;Gayral, Philippe;Fourniat, Jacky. And the article was included in European Journal of Medicinal Chemistry in 1987.Name: 2-Nitrobenzofuran This article mentions the following:

2,7-Dinitrobenzo[1,2-b:4,3-b‘]difuran (I) was prepared by the direct nitration of II and the derivatives nitrated in the α-positions of the heterocycles, naphtho[2,1-b:7,6-b‘]difuran, naphtho[2,1-b:6,5-b‘]difuran, naphtho[1,2-b:5,6-b‘]difuran and anthra[2,1-b:6,5-b‘]difuran were obtained by the condensation of bromonitromethane with the appropriate bis[ortho-hydroxy(formyl)]naphthalenes or -anthracene. The antibacterial and antiprotozoal activity of these compounds was compared with that of condensed systems containing a single furan ring (e.g., 2-nitrobenzofuran, 2-nitronaphtho[2,1-b]furan, etc.). Trichomonas vaginalis, Entamoeba histolytica, Staphylococcus aureus, And Escherichia coli were used as the test organisms. The dinitroarenodifurans were more active against the microorganisms than the nitroarenofurans. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Name: 2-Nitrobenzofuran).

2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Name: 2-Nitrobenzofuran

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Genotoxicity testings: phage T7 inactivation test of various furan and arenofuran derivatives was written by Ronto, G.;Fekete, A.;Grof, P.;Bilger, C.;Buisson, J. P.;Tromelin, A.;Demerseman, P.. And the article was included in Mutagenesis in 1989.Formula: C8H5NO3 This article mentions the following:

The genotoxic activities of 28 furan and arenofuran derivatives were tested by the phage T7-inactivation test. The genotoxic activity of the compounds was characterized quant. All the compounds studied have pronounced genotoxic activities in the system. Empirical rules relating structure to genotoxic activity were found. Data obtained with the system were compared with the results of other biol. systems (Salmonella assay, SOS Chromotest, CHO/HGPRT, gene amplification) in the case of some compounds included as references In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Formula: C8H5NO3).

2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Formula: C8H5NO3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Asymmetric dearomatization of 2-nitrobenzofurans by organocatalyzed one-step Michael addition to access 3,3′-disubstituted oxindoles was written by Ge, Zhen-Zhen;Yang, Lei;You, Yong;Wang, Zhen-Hua;Xie, Ke-Xin;Zhou, Ming-Qiang;Zhao, Jian-Qiang;Yuan, Wei-Cheng. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Safety of 2-Nitrobenzofuran This article mentions the following:

An efficient enantioselective dearomatization of 2-nitrobenzofurans was realized via an organocatalyzed one-step Michael addition process. This method provided a facile strategy to access a range of structurally diverse 3,3′-disubstituted oxindoles, which feature an intriguing combination of two privileged motifs including 3-pyrrolyl-substituted-oxindoles and 2,3-dihydrobenzofurans substructures, in excellent results. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Safety of 2-Nitrobenzofuran).

2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Safety of 2-Nitrobenzofuran

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Dinuclear Zinc Catalyzed Enantioselective Dearomatization [3+2] Annulation of 2-Nitrobenzofurans and 2-Nitrobenzothiophenes was written by Zhou, Peng;Yi, Yang;Hua, Yuan-Zhao;Jia, Shi-Kun;Wang, Min-Can. And the article was included in Chemistry – A European Journal in 2022.Synthetic Route of C8H5NO3 This article mentions the following:

The application of dinuclear zinc catalysts in a dearomatization reaction was developed. Catalytic asym. dearomatization [3+2] annulations of 2-nitrobenzofurans or 2-nitrobenzothiophenes with CF₃-containing N-unprotected isatin-derived azomethine ylides catalyzed by dinuclear zinc catalysts were realized with excellent diastereomer ratios (dr) of >20:1 and enantiomeric excess (ee) of up to 99%. This protocol provided a practical, straightforward access to structurally diverse pyrrolidinyl spirooxindoles containing a 2,3-fused-dihydrobenzofuran (or dihydrobenzothiphene) moiety, and four contiguous stereocenters. Reactions was performed on a gram scale. The absolute configuration of products was confirmed by X-ray single crystal structure anal., and a possible mechanism was proposed. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Synthetic Route of C8H5NO3).

2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Synthetic Route of C8H5NO3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Organocatalyzed asymmetric dearomative 1,3-dipolar cycloaddition of 2-nitrobenzofurans and N-2,2,2-trifluoroethylisatin ketimines was written by Zhou, Xiao-Jian;Zhao, Jian-Qiang;Lai, Yue-Qin;You, Yong;Wang, Zhen-Hua;Yuan, Wei-Cheng. And the article was included in Chirality in 2022.Application of 33094-66-5 This article mentions the following:

A readily available chiral cyclohexanediamine-derived bifunctional tertiary amine-squaramide catalyst was more effective for the asym. dearomative 1,3-dipolar cycloaddition of 2-nitrobenzofurans and N-2,2,2-trifluoroethylisatin ketimines. A range of structurally diverse spiro-fused polyheterocyclic compounds containing oxindole, pyrrolidine, and hydrobenzofuran motifs were smoothly obtained in excellent results (up to 99% yield, >20:1 dr in all cases and up to 99% ee). This method featureed high efficiency, mild reaction conditions, exquisite asym. induction, wide functional group tolerance, great potential for scale-up synthesis, and attractive product diversification. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Application of 33094-66-5).

2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Application of 33094-66-5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Asymmetric Dearomative (3+2)-Cycloaddition Involving Nitro-Substituted Benzoheteroarenes under H-Bonding Catalysis was written by Saktura, Maciej;Skrzynska, Anna;Frankowski, Sebastian;Wodka, Sylwia;Albrecht, Lukasz. And the article was included in Molecules in 2021.Category: benzofurans This article mentions the following:

In our studies, the organocatalytic 1,3-dipolar cycloaddition between 2-nitrobenzofurans or 2-nitrobenzothiophene and N-2,2,2-trifluoroethyl-substituted isatin imines has been developed. The reaction has been realized by employing bifunctional organocatalysis, with the use of squaramide derivative being crucial for the stereochem. efficiency of the process. The usefulness of the cycloadducts obtained has been confirmed in selected transformations, including aromative and non-aromative removal of the nitro group. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Category: benzofurans).

2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Category: benzofurans

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem