- Synthesis of 2,6-disubstituted and 2,3,6-trisubstituted anilines
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A number of 2,6-disubstituted and 2,3,6-trisubstituted anilines have been prepared via the selective para dehalogenation of the corresponding anilines. Modification of the substituents on the amino nitrogen demonstrates that the selectivity is derived from steric rather than electronic effects. The effects of the choice of formate hydrogen donor, Pd catalyst, solvent, and temperature upon the efficiency and selectivity of the dehalogenation are discussed.
- Pews,Hunter,Wehrmeyer
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p. 4809 - 4820
(2007/10/02)
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- Process for the selective reduction of the 4-halogen in 2,4-dihaloanilines
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Substituted 2-haloanilines are prepared from the correspondingly substituted 2,4-dichloro- or 2,4-dibromoanilines by selectively reducing a chloro or bromo substituent para to a protected amino group in the presence of the same halogen as an ortho substit
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- Novel Reactions: Part I - Facile Synthesis of Substituted ortho-Chloranilines from Nitrobenzene Derivatives
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N-Substituted benzo and acetohydroxamic acids (5), prepared from N-arylhydroxylamines and benzoyl or acetyl chloride, react readily with thionyl chloride at low temperature to give ortho-chloroanilide derivatives (6) in good yield.The latter (6) on hydrolysis give ortho-chloroanilines (10).Since the N-arylhydroxylamines are obtained from nitroarenes by partial reduction, the overall reaction amounts to the preparation of 10 from nitroarenes.
- Ayyangar, N. R.,Kalkote, U. R.,Nikrad, P. V.
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p. 872 - 877
(2007/10/02)
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- NOVEL ORTHOHALOGENATION REACTION. SYNTHESIS OF ORTHOCHLOROARYLAMINES FROM NITROARENES.
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Thionyl chloride reacts with N-phenylbenzo and N-phenylaceto-hydroxamic acids at low temperatures to give ortho-chloroanilide derivatives in good yield.
- Ayyangar, Nagaraj R.,Kalkote, Uttam R.,Nikrad, Pandurang V.
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p. 1099 - 1102
(2007/10/02)
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