- Reactions of 4-Methyl-1-(1'-methylethyl)-4-nitrocyclohexa-2,5-dien-1-yl Acetates with Nitrogen Dioxide: Towards a Mechanism for the Formation of Polynitro Cyclohexenyl Esters on Reaction of p-Cymene with Nitrogen Dioxide in Acetic Anhydride
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The acetoxy nitro diene (21), the C3-epimeric 3,4,6-trinitro-5-nitratocyclohexenes (24) and (25) , the 3,6-dinitro-5-nitratocyclohexa-1,3-diene (29), and the 3,6-dinitro-5-acetoxycyclohexa-1,3-diene (32) are identified as probable intermediates in the formation of polynitro cyclohexenyl esters (4)-(13) on reaction of p-cymene with nitrogen dioxide in acetic anhydride; probable reaction pathways are discussed.The X-ray crystal analysis of 4-methyl-1-(1'-methylethyl)-t-5-nitrato-r-3,t-4,c-6-trinitrocyclohexene (24) is reported.
- Abell, Andrew D.,Hartshorn, Michael P.,Robinson, Ward T.,Waller, A. Grant,Wright, Graeme J.
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p. 2225 - 2242
(2007/10/02)
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- Nucleophilic Displacements of N-Aryl and Heteroaryl Groups. Part 8. Intermolecular Reactions of N-Aryl-pyridinium, -quinolinium, and -acridinium Salts with Nucleophiles
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N-Aryl-mono, -tri and -pentacyclic pyridinium cations react with S- andC-nucleophiles to give: (i) simple addition of hydride at the α-ring position, (ii) nucleophilic addition of thiophenoxide at the γ-ring position, (iii) deprotonation at the 6-position of a 5,6-dihydroquinolinium ring followed by prototropic shift to give a 1,2-dihydroquinoline derivative , (iv) ring contraction of a pyridine to a pyrrole ring, and (v) nucleophilic displacement of the N-aryl group.
- Katritzky, Alan R.,Wittmann, Dieter K.,Chen, Jen-Luan,Marson, Charles M.,Ossana, Andrea
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p. 865 - 870
(2007/10/02)
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- The Chemistry of Aryllead(IV) Tricarboxylates. The C-Arylation of Nitroalkanes and Nitronate Salts with Aryllead Triacetates
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2-Nitropropane reacts with phenyllead triacetate in dimethyl sulfoxide to give 2-nitro-2-phenylpropane in good yield.This arylation of nitroalkanes has been examined with a variety of substrates and a number of aryllead triacetates, and in those cases where there was no steric hindrance the reaction was found to be quite general.Reactions of nitroethane and methyl nitroacetate, compounds with two α-hydrogens, were readily controlled to give either the mono- or di-arylated products.The corresponding nitronate salts were also examined and found to undergo the arylation reaction in similar yield but at a very much faster rate.
- Kozyrod, Robert P.,Pinhey, John T.
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p. 713 - 721
(2007/10/02)
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- SIMULTANEOUS OCCURRENCE OF ELECTRON TRANSFER INITIATED RADICAL CAGE COLLAPSE AND CHAIN MECHANISMS IN THE REACTIONS OF DIARYLIODONIUM CATIONS WITH 2-NITROPROPANATE ANION
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Simultaneous occurrence of free radical cage and chain mechanisms initiated by single electron transfer in the reactions of diaryliodonium cations with 2-nitropropanate anion has been established.
- Singh, P. R.,Khanna, R. K.
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p. 5355 - 5358
(2007/10/02)
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- The Arylation of Nitroalkanes and Nitronate Salts with Aryllead Triacetates
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Nitroalkanes and their nitronate salts undergo α-arylation in good yield when treated with an aryllead triacetate in dimethyl sulfoxide.
- Kozyrod, Robert P.,Pinhey, John T.
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p. 783 - 784
(2007/10/02)
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