ChemInform Abstract: A New Reagent for Selective Reduction of Nitro Group.

Raju, B. China; Ragul, R.; Sivasankar, B.

doi:10.1002/chin.201002040

Cited by 6 publications

(8 citation statements)

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“…A more detailed proposal of the mechanism is given in Scheme S2. After multistep reduction of nitromethane by the catalyst, a hydroxylamine radical 13 can be formed [9] , which can undergo radical recombination with the α-amino radical 7. A H + -shift and subsequent rearrangement lead to a C-N bond cleavage and a secondary aniline is formed.…”

Section: Ring Opened Intermediate 10mentioning

confidence: 99%

The Photocatalyzed Aza-Henry Reaction of N-Aryltetrahydroisoquinolines: Comprehensive Mechanism, H^•- versus H⁺-Abstraction, and Background Reactions

et al. 2016

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The cross-dehydrogenative coupling (CDC) reaction of N-aryltetrahydroisoquinolines (THIQ) is one of the most exploited photocatalytic transformation and a test reaction for an exceptional variety of catalysts. However, its mechanism remained unclear concerning involved intermediates, reactive pathways of the amine radical cation and the influence of oxygen and the light source. Therefore, nuclear magnetic resonance (NMR), electron spin resonance (ESR) and synthetic methods were combined to provide a comprehensive picture of the reaction mechanism using Ru(bpy)3Cl2 as a photocatalyst under aerobic and anaerobic conditions. The reaction profiles and involved intermediates were monitored and analyzed by NMR spectroscopy. Several intermediates contributing to product formation were identified, the iminium ion, the hydroperoxide and dimer of THIQ, and a new ring opened intermediate, cleaved at the benzylic C-N bond. Mechanistic evidence is given that under anaerobic conditions preferentially the α-amino radical is formed by deprotonation, in contrast to the formation of iminium ions via H(•)-abstraction in the presence of oxygen. Further, the light-induced background reaction in the absence of the catalyst was studied in detail, revealing that the product formation rate is correlated to the intensity and wavelength of the light source and that oxygen is essential for an efficient conversion. The reaction rate and efficiency is comparable to previously reported photocatalytic systems, performed under aerobic conditions in combination with intense blue light sources. Thus, the multitude of reaction parameters investigated reveals the preference for hydrogen atom or proton abstraction in photoreactions and allows to assess the influence of experimental conditions on the mechanistic pathways.

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Section: Ring Opened Intermediate 10mentioning

confidence: 99%

The Photocatalyzed Aza-Henry Reaction of N-Aryltetrahydroisoquinolines: Comprehensive Mechanism, H^•- versus H⁺-Abstraction, and Background Reactions

et al. 2016

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“…Imidazole containing aromatic bisamines ( 3 and 4 ) was prepared from 1 , 2 , and 3 , taking inspiration from previously reported by the respective authors . Briefly, 1 , 2 , 3 , and zinc powder were stirred with hydrazine glyoxylate at room temperature to furnish aromatic bisamines ( 3 , 4 ) (yield = 70–76%).…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Antimicrobial Studies of Novel Imidazole Containing Bisazetidinones and Bisthiazolidinone Derivatives

Pagadala

Kusampally

Rajanna

et al. 2014

Journal of Heterocyclic Chem

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A simple, practical, and efficient approach to new series of imidazole containing bisazetidinones (7a, 7b, 7c, 7d, 7e, 7f, 7g, 7h, 7i, 7j and 9a, 9b, 9c, 9d, 9e, 9f, 9g, 9h, 9i, 9j) was prepared by Staudinger [2 + 2] cycloaddition reaction, and bisthiazolidinones (8a, 8b, 8c, 8d, 8e, 8f, 8g, 8h, 8i, 8j and 10a, 10b, 10c, 10d, 10e, 10f, 10g, 10h, 10i, 10j) were obtained by cyclization of bisimines with thioglycolic acid. The bisimines (5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j and 6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h, 6i, 6j) were synthesized by the condensation of 3‐(1‐(3‐aminobenzyl)‐4, 5‐dihydro‐1H‐imidazol‐2‐yl) aniline (3, 4) with a series of different substituted aromatic aldehydes. All the newly synthesized target compounds were evaluated for their in vitro antimicrobial activity against two Gram‐positive bacteria and two Gram‐negative bacteria. Additionally, these synthesized compounds were tested for their antifungal activities. Few compounds showed very good antibacterial and antifungal activity.

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“…There are several methods for nitro group reduction using iron oxide [36], Ferric(III) acetylacetonate [37], zinc/hydrazine glyoxylate [38], SnCl 2 [39], triethylphosphite [40] and others. However, some of these reactive protocols require special conditions for their management.…”

Section: Reduction Of Both Nitro and Ketone Groupsmentioning

confidence: 99%

New chloroamide-steroid derivative with biological activity on a casein kinase 2 (CK2)

2020

Biointerface Res Appl Chem

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Several casein kinase 2 inhibitors have been prepared using some protocols which require dangerous reagents and specific conditions. The aim of this study was to synthesize a new chloroacetamide-steroid derivative using some chemical tools. In addition, the effect exerted by chloroacetamide-steroid derivative on casein kinase 2 (CK2) was determinate in an ischemia-reperfusion injury model using quinalizarin and N-tertbuthyl-2-chloroacetamide as controls. The results showed that 1) the chloroacetamide-steroid derivative significantly decrease the ischemia-reperfusion injury translated as infarct area compared with quinalizarin and N-tertbuthyl-2-chloroacetamide. In conclusion, in this study, is reported a facile synthesis of a new chloroacetamide-steroid derivative with biological activity against CK2.

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ChemInform Abstract: A New Reagent for Selective Reduction of Nitro Group.

Abstract: . -Zn-or Mg-powder in the presence of hydrazinium glyoxylate prove to be efficient reagent systems for the selective reduction of aromatic nitro compounds without affecting other reducible functionalities. -(RAJU, B.; RAGUL, R.; SIVASANKAR*, B. N.; Indian J. Chem.,

Cited by 6 publications

References 0 publications

The Photocatalyzed Aza-Henry Reaction of N-Aryltetrahydroisoquinolines: Comprehensive Mechanism, H^•- versus H⁺-Abstraction, and Background Reactions

The Photocatalyzed Aza-Henry Reaction of N-Aryltetrahydroisoquinolines: Comprehensive Mechanism, H^•- versus H⁺-Abstraction, and Background Reactions

Synthesis and Antimicrobial Studies of Novel Imidazole Containing Bisazetidinones and Bisthiazolidinone Derivatives

New chloroamide-steroid derivative with biological activity on a casein kinase 2 (CK2)

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ChemInform Abstract: A New Reagent for Selective Reduction of Nitro Group.

Abstract: . -Zn-or Mg-powder in the presence of hydrazinium glyoxylate prove to be efficient reagent systems for the selective reduction of aromatic nitro compounds without affecting other reducible functionalities. -(RAJU, B.; RAGUL, R.; SIVASANKAR*, B. N.; Indian J. Chem.,

Cited by 6 publications

References 0 publications

The Photocatalyzed Aza-Henry Reaction of N-Aryltetrahydroisoquinolines: Comprehensive Mechanism, H•- versus H+-Abstraction, and Background Reactions

The Photocatalyzed Aza-Henry Reaction of N-Aryltetrahydroisoquinolines: Comprehensive Mechanism, H•- versus H+-Abstraction, and Background Reactions

Synthesis and Antimicrobial Studies of Novel Imidazole Containing Bisazetidinones and Bisthiazolidinone Derivatives

New chloroamide-steroid derivative with biological activity on a casein kinase 2 (CK2)

Contact Info

Product

Resources

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The Photocatalyzed Aza-Henry Reaction of N-Aryltetrahydroisoquinolines: Comprehensive Mechanism, H^•- versus H⁺-Abstraction, and Background Reactions

The Photocatalyzed Aza-Henry Reaction of N-Aryltetrahydroisoquinolines: Comprehensive Mechanism, H^•- versus H⁺-Abstraction, and Background Reactions