A New Reaction of Aryl Isocyanates with Nitrite Ion
Reaction of nitrite ion with excess aryl isocyanate in organic solvents at 0 deg C rapidly produces 1,3-diaryltriazenes in good yields via an aryldiazotate ion intermediate reacting with a second molecule of the aryl isocyanate.
Novel one-pot synthesis of thiophenols from related triazenes under mild conditions
In this work, at first, triazenes were synthesized from primary aryl amines. Afterwards, triazenes were converted into the corresponding thiophenols in one-pot using sodium sulfide in acidic media, by in situ generation of diazonium counterion beside hydrogen sulfide as anionic sulfur nucleophile at room temperature. The procedure can be a convenient shortcut for the preparation of thiophenols from primary aryl amines. Georg Thieme Verlag Stuttgart · New York.
Pd-catalyzed C-H activation/C-N bond formation: A new route to 1-aryl-1H-benzotriazoles
A method for the C-H activation of aryl triazene compounds followed by intramolecular amination is described. It involves the use of a catalytic amount of Pd(OAc)2 that efficiently effects the cyclization to provide 1-aryl-1H-benzotriazoles at moderate temperature.
SUBSTITUENT EFFECT ON SOLVOLYSIS OF 3-ACETYL-1,3-DIPHENYLTRIAZENES
Eleven symmetrically disubstituted 3-acetyl-1,3-diphenyltriazenes have been synthetized by a new method.The solvolysis kinetics of title compounds has been measured in 20percent aqueous ethanol at several temperatures.The results are discussed from the point of view of temperature and substituent effects on the solvolysis rate constant of the 3-acetyl-1,3-diphenyltriazenes and conclusions are drawn about the reaction mechanism.
Pytela, Oldrich,Pilny, Miroslav,Vecera, Miroslav
p. 1173 - 1181
(2007/10/02)
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