Aromatic nitration under neutral conditions using N-bromosuccinimide/silver(I) nitrate

Nowrouzi, Najmeh; Mehranpour, Abdolmohammad; Bashiri, Elham; Shayan, Zohre

doi:10.1016/j.tetlet.2012.06.126

Cited by 42 publications

(20 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Again, next step was the introduction of a nitro group at the 5-position of the isoquinoline moiety. Despite numerous efforts using various nitration conditions (HNO3, Ac2O, AcOH 10 or KNO3, H2SO4/TFA 11 or AgNO3, NBS 12 or HNO3, P2O5/H2SO4-SiO2 13,14 or N2O4 15 or NO2BF4 16 or KNO3/H2SO4 17 ), we never managed to prepare intermediate B. Instead, nitro analogue 18 exhibiting an amide function was obtained in 85% yield (Scheme 4).…”

Section: Scheme 3 Mesylate Strategy: Synthesis Of Compound 14mentioning

confidence: 99%

“…TLC Rf = 0.3 (EtOAc). 1 2-(6-Chloro-7-formylisoquinolin-3-yl)ethyl methanesulfonate (12). Using similar procedure as described for 3: 11 (411 mg, 1.302 mmol) and MnO2 (565 mg, 6.508 mmol) were heated in CHCl3 (20 mL) at reflux for 24 h. After filtration of the mixture over Celite® pad and washing with EtOAc the crude material was purified by flash chromatography using EtOAc/cyclohexane 8:2 yielding compound 12 (299 mg, 0.953 mmol, 73%) as a pale yellow powder.…”

Section: -(2-azidoethyl)-6-chloroisoquinoline-7-carbaldehyde (6)mentioning

confidence: 99%

See 1 more Smart Citation

Synthesis and kinase inhibitory potencies of new pyrido[3,4-g]quinazolines substituted at the 8-position

Esvan¹,

Josselin²,

Baratte³

et al. 2020

Arkivoc

View full text Add to dashboard Cite

As part of the structure-activity relationship study undertaken around the pyrido [3,4-g]quinazoline moiety, new derivatives substituted at the 8-position were synthesized and evaluated regarding their ability to inhibit various protein kinases (CDK5, CLK1, DYRK1A, CK1, GSK3). Most active compound exhibited a nanomolar potency toward CLK1, demonstrating that substitution at 8-position is compatible with CLK1 inhibition.

show abstract

Section: Scheme 3 Mesylate Strategy: Synthesis Of Compound 14mentioning

confidence: 99%

Section: -(2-azidoethyl)-6-chloroisoquinoline-7-carbaldehyde (6)mentioning

confidence: 99%

Synthesis and kinase inhibitory potencies of new pyrido[3,4-g]quinazolines substituted at the 8-position

Esvan¹,

Josselin²,

Baratte³

et al. 2020

Arkivoc

View full text Add to dashboard Cite

show abstract

“…Nitration of aromatic compounds could be used to produce organic intermediates. Nitration with nitric acid (HNO3) requires sulphuric acid as a catalyst [179,[279][280][281]. The Figure 3 summarizes possible intermediates and products that are achievable by bromination, chlorination, nitration and hydroxylation of BTEX compounds.…”

Section: Potential Existing Technologies and New Considerations For Vmentioning

confidence: 99%

Utilization of Volatile Organic Compounds as an Alternative for Destructive Abatement

et al. 2015

View full text Add to dashboard Cite

Abstract:The treatment of volatile organic compounds (VOC) emissions is a necessity of today. The catalytic treatment has already proven to be environmentally and economically sound technology for the total oxidation of the VOCs. However, in certain cases, it may also become economical to utilize these emissions in some profitable way. Currently, the most common way to utilize the VOC emissions is their use in energy production. However, interesting possibilities are arising from the usage of VOCs in hydrogen and syngas production. Production of chemicals from VOC emissions is still mainly at the research stage. However, few commercial examples exist. This review will summarize the commercially existing VOC utilization possibilities, present the utilization applications that are in the research stage and introduce some novel ideas related to the catalytic utilization possibilities of the VOC emissions. In general, there exist a vast number of possibilities for VOC OPEN ACCESSCatalysts 2015, 5 1093 utilization via different catalytic processes, which creates also a good research potential for the future.

show abstract

“…The novel 3-selective amination of indole derivatives has attracted considerable attention from synthetic organic chemists. Regarding previous work on the 3-selective amination of indole derivatives, the nitration of protecting-group-free and N -protected indoles with metal nitrate or nitric acid is well known (Scheme 1A) [7,8,9,10,11,12]. Sudalai and coworkers reported an azidation of indole derivatives with a stoichiometric amount of I 2 and NaN 3 to give 3-azide indole derivatives (Scheme 1B) [13].…”

Section: Introductionmentioning

confidence: 99%

Cu-Catalyzed Oxidative 3-Amination of Indoles via Formation of Indolyl(aryl)iodonium Imides Using o-Substituted (Diacetoxyiodo)arene as a High-Performance Hypervalent Iodine Compound

Watanabe

Moriyama

2019

Molecules

View full text Add to dashboard Cite

An oxidative 3-amination of indole derivatives using hypervalent iodine(III) and bissulfonimides, which proceeds via the formation of indolyl(aryl)iodonium imides, was developed. This reaction was followed by an indole-selective copper-catalyzed oxidative C–N coupling reaction to obtain 3-amino indole derivatives as single regioisomers. o-Alkoxy(diacetoxyiodo)arenes showed higher reactivity in the reaction than o-alkyl(diacetoxyiodo)arenes, efficiently promoting the formation of indolyl(aryl)iodonium imides in the first step.

show abstract

Aromatic nitration under neutral conditions using N-bromosuccinimide/silver(I) nitrate

Cited by 42 publications

References 35 publications

Synthesis and kinase inhibitory potencies of new pyrido[3,4-g]quinazolines substituted at the 8-position

Synthesis and kinase inhibitory potencies of new pyrido[3,4-g]quinazolines substituted at the 8-position

Utilization of Volatile Organic Compounds as an Alternative for Destructive Abatement

Cu-Catalyzed Oxidative 3-Amination of Indoles via Formation of Indolyl(aryl)iodonium Imides Using o-Substituted (Diacetoxyiodo)arene as a High-Performance Hypervalent Iodine Compound

Contact Info

Product

Resources

About