- Silica-polyethyleneglycols/N2O4 complexes as heterogeneous nitrating and nitrosating agents
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Silica-chloride was reacted with different quantities of H(OCH2CH2)nOH (n = 2-4) to furnish silica-based linear polyethylene glycols and cyclic polyethylene glycolic ethers. The N2O4 complex of silica-tetraethylene glycolic ether (III) was selected and used as a stable, cheap, and heterogeneous silica-based reagent for the selective mono- and dinitration of phenols and nitrosation of thiols.
- Iranpoor,Firouzabadi,Heydari
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- Efficient conversion of thiols to S-nitrosothiols with the 18-crown-6 complex of N2O4 as a new nitrosating agent
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Gaseous N2O4 reacts with 18-crown-6 to afford a stable ionic complex of NO+ · 18-crown-6 · H(NO3)2/-: this complex is an efficient nitrosating agent for the conversion of thiols to their co
- Iranpoor,Firouzabadi,Heydari
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- Proline-based phosphoramidite reagents for the reductive ligation of S-nitrosothiols
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S-Nitrosothiols (RSNOs) have many biological implications but are rarely used in organic synthesis. In this work we report the development of proline-based phosphoramidite substrates that can effectively convert RSNOs to proline-based sulfenamides through
- Park, Chung-Min,Biggs, Tyler D.,Xian, Ming
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p. 313 - 318
(2016/05/09)
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- Dinitrogen tetroxide-impregnated charcoal (N2O 4/charcoal): Selective nitrosation of amines, amides, ureas, and thiols
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Efficient N-nitrosation of amines, amides, and ureas, and also S-nitrosation of thiols were performed with dinitrogen tetroxide impregnated on activated charcoal (N2O4/charcoal) in CH 2Cl2 at room temperature. High selectivity was observed for N-nitrosation of dialkyl amines, N-alkylamides and N-alkylureas. Dealkylation and N-nitrosation of trialkylamines were also performed by this reagent. Copyright Taylor & Francis, Inc.
- Iranpoor, Nasser,Firouzabadi, Habib,Pourali, Ali Reza
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p. 1517 - 1526
(2007/10/03)
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- Silica-acetate complex of N2O4: A heterogeneous reagent for the selective nitration of phenols and nitrosation of thiols
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Complexation of gaseous N2O4 with acylated silica gel affords an addition compound, which is an efficient heterogeneous reagent for the selective mono- and dinitration of phenol, substituted phenols and nitrosation of thiols.
- Iranpoor,Firouzabadi,Heydari
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p. 703 - 710
(2007/10/03)
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- Dinitrogen tetroxide supported on polyvinylpyrrolidone (PVP-N2O4): A new nitrosating and coupling agent for thiols and a selective oxidant for sulfides and disulfides
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Gaseous N2O4 was immobilized on polyvinylpyrrolidone to give a stable polymeric reagent. Thiols were converted to S-nitrosothiols (thionitrites) using this new nitrosating agent in n-hexane or CHCl3 at 10°C. With this reagent, thiols were also converted into their corresponding disulfides. Selective oxidation of sulfides to sulfoxides and disulfides to thiosulfonates can also be achieved by this reagent at room temperature. By using an excess of the reagent, the selective one-pot synthesis of thiosulfonates from thiols at room temperature was also performed.
- Iranpoor, Nasser,Firouzabadi, Habib,Pourali, Ali-Reza
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p. 5179 - 5184
(2007/10/03)
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- A convenient method for production of thionitrites and disulfides under mild and heterogeneous condition
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Thiols can be readily converted to their corresponding thionitrite with a combination of inorganic acidic salts and sodium nitrite in dichloromethane at room temperature. Disulfides result from the homolytic cleavage of the sulfur-nitrogen bond of the unstable thionitrite and subsequent coupling of the resultant thiyl radicals.
- Zolfigol, Mohammad Ali
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p. 1593 - 1597
(2007/10/03)
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