- Preparation of 1,5-disubstituted tetrazoles under phase-transfer conditions
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Imidoyl chlorides, obtained by common methods from a wide range of aromatic mono- and diamides, are smoothly converted to the corresponding tetrazoles in high yields by treatment with NaN3 under phase-transfer conditions.
- Artamonova,Zhivich,Dubinskii,Koldobskii
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p. 1428 - 1430
(2007/10/03)
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- Formation and Pyrolysis of 1-(2'-Pyridyl)-5-aryltetrazoles
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A number of 1-(2'-pyridyl)-5-aryltetrazoles (Va-k) have been obtained by the reaction of 2-aroylamidopyridines (III) with phosphorus pentachloride and azidolysis of the resulting imidoyl chlorides.The products obtained on pyrolysis of 1-(2'-pyridyl)-5-ary
- Rao, P. Jayaprasad,Reddy, K. Kondal
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p. 117 - 120
(2007/10/02)
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- Nucleophilic Displacement of Primary Amino Groups via 1-Substituted 4-Tosylimidazoles
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Two methods are discribed for the replacement of primary amino groups, situated either α or γ to a heterocyclic nitrogen atom, by ethoxy, alkylthio, and arylthio substituents, by Wittig reagents, and by hydrogen.Both methods involve transformation of the primary amino group into a nucleofugic pendant heterocycle.The first converts the primary amino group into a 5-phenyl-1-tetrazolyl substituent by benzoylation, formation of the imidoyl chloride, and reaction with sodium azide, while the second converts the primary amino group into a 1-(4-tosylimidazolyl) substituent by reaction with triethyl orthoformate and acid to give the (ethoxymethylene)amino derivative, which is then condensed with tosylmethyl isocyanide (TosMIC) anion.The 1-(4-tosylimidazolyl) substituent is shown to be more susceptible to nucleophilic displacement by a wider range of nucleophiles.
- Taylor, Edward C.,LaMattina, John L.,Tseng, Chi-Ping
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p. 2043 - 2047
(2007/10/02)
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