- Iron(0) nanoparticles mediated direct conversion of aryl/heteroaryl amines to chalcogenides via in situ diazotization
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A simple procedure for the synthesis of organo-chalcogenides has been developed by the reaction of aryl/heteroaryl amines with di-aryl/heteroaryl dichalcogenides in the presence of tBuONO and Fe(0) nanoparticles. The reaction proceeds via in situ diazotization followed by chalcogenation. A series of functionalized diaryl/aryl heteroaryl/diheteroaryl/aryl-alkyl selenides, sulfides and tellurides have been obtained by this procedure. Significantly, using this procedure 2,4-dinitroaniline is converted to (2,4-dinitrophenyl)(phenyl)selane which is known as thioredoxin reductase (TR) and glutathione reductase (GR) inhibitor. The reaction goes by a radical pathway and a plausible mechanism has been suggested.
- Panja, Subir,Maity, Pintu,Kundu, Debasish,Ranu, Brindaban C.
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supporting information
p. 3441 - 3445
(2017/08/10)
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- Eine neue Strategie fuer Radikalketten-Gruppenuebertragungsreaktionen: reduktive Aktivierung von PhSeSiR3 durch photoinduzierten Elektronentransfer (PET)
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Keywords: Elektronentransfer; Naphthalin-Derivate; Photochemie; Radikale; Selenverbindungen
- Pandey, Ganesh,Rao, K.S. Sesha Poleshwar
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p. 2934 - 2935
(2007/10/03)
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- The samarium grignard reaction. In situ formation and reactions of primary and secondary alkylsamarium(III) reagents
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This work shows that primary and secondary radicals are rapidly reduced in THF/HMPA to form primary- and secondary-alkylsamarium reagents. The primary- and secondary-radicals can be formed either by direct SmI2 reduction of primary- and secondary-halides or by a previous rapid radical cyclization. The samarium reagents have moderate stability in solution, and they react with a variety of typical electrophiles, including aldehydes and ketones. The work further shows that organosamarium intermediates can be involved in the traditional samarium Barbier reaction of aldehydes and ketones conducted in THF/HMPA. A new procedure called the "samarium Grignard" method is introduced, and it is suggested that this new procedure will have considerably more scope and generality than the samarium Barbier reaction.
- Curran, Dennis P.,Totleben, Michael J.
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p. 6050 - 6058
(2007/10/02)
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- Free Radical Reactions in Synthesis. Homolysis of Alkylcobalt Complexes in the Presence of Radical-Trapping Agents
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Irradiations of the alkylcobalt salophen complexes (14), (21), (22), and (23) in the presence of radical-trapping agents, e.g. molecular oxygen, tetramethylpiperidine oxide, nitrogen monoxide, diphenyl disulphide, diphenyl diselenide, methanesulphonyl chloride, bromotrichloromethane, or iodine, leads to oxygen- , nitrogen- , sulphur/selenium- or halogen- (34) functionalised products.When these radical-trapping methodologies are combined with cobalt-mediated radical cyclisation reactions (Scheme 2) a powerful synthetic procedure, i.e. radical carbon-to-carbon bond formation with simultaneous functionalisation of the product radical centre, becomes available.
- Patel, Vinod F.,Pattenden, Gerald
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p. 2703 - 2708
(2007/10/02)
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- RADICAL REACTIONS IN SYNTESIS. HOMOLYSIS OF ALKYL COBALT SALOPHENS IN THE PRESENCE OF RADICAL TRAPPING AGENTS.
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Photolytic homolysis of the alkyl cobalt 'salophens' (10), (20a) and (20b) in the presence of radical trapping agents e.g.O2, TEMPO, NO, SO2, PhSSPh, PhSeSePh, MeSO2Cl, BrCCl3 and I2, leading to oxygen, nitrogen, sulphur, selenium and halogen functionalised products, is used to demonstrate the versatility of cobalt mediated radical reactions in synthesis.
- Patel, Vinod F.,Pattenden, Gerald
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p. 1451 - 1454
(2007/10/02)
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