- Highly chemoselective nitration of aromatic amines using the Ph3P/Br2/AgNO3 system
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The use of PPh3/Br2/AgNO3 provides a new reagent system for the novel and highly chemoselective nitration of aromatic amines under mild reaction conditions.
- Iranpoor, Nasser,Firouzabadi, Habib,Nowrouzi, Najmeh,Firouzabadi, Dena
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p. 6879 - 6881
(2007/10/03)
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- ACRYLAMIDE DERIVATIVES AS VLA-1 INTEGRIN ANTAGONISTS AND USES THEREOF
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Compounds that are VLA-1 integrin antagonists are disclosed. Also disclosed are compositions containing such compounds, and methods of using such compounds in treating diseases mediated, at least in part, by the VLA-1 integrin.
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Page/Page column 355
(2010/02/10)
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- Synthesis of functionalised macrocyclic compounds as Na+ and K+ receptors: A mild and high yielding nitration in water of mono and bis 2-methoxyaniline functionalised crown ethers
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The syntheses of the bis-aromatic 15-crown-5 and 18-crown-6-ether derivatives 1 and 2, for the selective recognition of intra- and extracellular concentrations of Na+ and K+, from o-anisidine are described. These compounds were made
- Gunnlaugsson, Thorfinnur,Gunaratne, H. Q. Nimal,Nieuwenhuyzen, Mark,Leonard, Joseph P.
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p. 1954 - 1962
(2007/10/03)
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- AROMATIC TERTIARY AMINES AND n-BUTYL NITRITE
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The reaction between alkyl nitrites, particularly n-butyl nitrite, and tertiary aromatic amines under a variety of experimental conditions promptly yielded products of N-dealkylation-N-nitrosation, ring nitration, ipso-substitution and, occasionally, combinations of these processes.Aminoethers were detected as final products and intermediates on the way to N-nitrosations.Reaction pathways are suggested for some of the observed behaviours on the basis of experimental evidences whereas other alternatives are discarded.
- Varardo, Giancarlo,Giumanini, Angelo G.,Strazzolini, Paolo
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p. 4303 - 4332
(2007/10/02)
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- Alkyl Nitrite-Metal Halide Deamination Reactions. 7. Synthetic Coupling of Electrophilic Bromination with Substitutive Deamination for Selective Synthesis of Multiply Brominated Aromatic Compounds from Arylamines
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Aromatic amines undergo substitution with copper(II)bromide that is in competition with substitutive deamination when these reactions are performed with tert-butyl nitrite.Except for the exceptionally reactive 4-substituted 1-aminonaphthalenes,which undergo selective bromine substitution at the 1- and 2-positions in relatively high isolated yields,rates for oxidative bromination and substitutive deamination are not sufficiently different that selective multiple bromination can be achieved.Oxidative bromination of N,N-dimethylaniline by copper(II)bromide occurs with partial dealkylation,and nitration products are observed from reactions performed with copper(II)bromide and tert-butyl nitrite.Implications of these results for the successful utilization of copper(II)bromide/tert-butyl nitrite combinations in substitutive deamination reactions of aromatic amines are discussed.Multiply brominated aromatic compounds are produced from aromatic amines in high yield through treatment of the aromatic amine with the combination of molecular bromine and catalytic quantities of copper(II)bromide and,following a normally brief time delay,with tert-butyl nitrite.All unsubstituted aromatic ring positions ortho and para to the amino group,as well as the position of the amino group,are substituted by bromine.The only observed byproducts from use of this procedure (usually 2percent yield) are the partially brominated benzene derivatives.
- Doyle, Michael P.,Lente, Michael A. van,Mowat, Rex,Fobare, William F.
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p. 2570 - 2575
(2007/10/02)
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