- Synthesis of 1,2,4-Triazol-3-imines via Selective Stepwise Cycloaddition of Nitrile Imines with Organo-cyanamides
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A convenient method for the synthesis of 1,2,4-triazol-3-imines through a selective, formal, 1,3-dipolar cycloaddition of organo-cyanamide ions with nitrile imine dipoles is reported. Hydrolysis of the 1,2,4-triazol-3-imines yields the corresponding 1,2,4-triazol-5-ones. A stepwise mechanism, supported by DFT calculations, is invoked to explain the reaction selectivity.
- Sharma, Pallavi,Bhat, Shreesha V.,Prabhath, M. R. Ranga,Molino, Andrew,Nauha, Elisa,Wilson, David J. D.,Moses, John E.
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supporting information
p. 4263 - 4266
(2018/07/29)
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- New synthesis of 1-substituted-1 H-indazoles via 1,3-dipolar cycloaddition of in situ generated nitrile imines and benzyne
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(Equation Presented). A new synthesis of 1-substitued-1H-indazoles via 1,3-dipolar cycloaddition of nitrile imines to benzyne is described. The reaction is completed within 5 min, affording the corresponding N(1)-C(3) disubstituted indazoles in moderate to excellent yields.
- Spiteri, Christian,Keeling, Steve,Moses, John E.
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scheme or table
p. 3368 - 3371
(2010/11/03)
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- Novel process for synthesis of 1,2,4-triazoles: Ytterbium triflate-catalyzed cyclization of hydrazonyl chlorides with nitriles
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A series of 1,3,5-trisubstituted 1,2,4-triazoles were synthesized via the intermolecular cyclization of hydrazonyl chlorides with nitriles catalyzed by ytterbium triflate [Yb(OTf)3]. The amount of catalysis was discussed and Yb(OTf)3 could be reused without loss of activity. Copyright Taylor & Francis, Inc.
- Su, Weike,Yang, Dianwen,Li, Jianjun
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p. 1435 - 1440
(2007/10/03)
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- The 1,3-dipolar cycloadditions of nitrile oxides and nitrile imines to alkyl dicyanoacetates
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The readily available alkyl dicyanoacetates 1 reacted with the 1,3-dipolar reagents arenecarbonitrile oxides 2′ and arenecarbonitrile imines 5′ to afford 1,2,4-oxadiazol and 1,2,4-triazol derivatives. The arenecarbonitrile oxides 2′ with electron-donating
- Neidlein, Richard,Sui, Zhihua
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p. 501 - 507
(2007/10/02)
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- NOUVELLE VOIE DE SYNTHESE D'ARYLPYRAZOLO - - QUINOLEINES VIA LA CYCLOADDITION DIPOLAIRE -1,3
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The regiospecificity of the diarylnitrilimines (D.A.N.I) action on the heterocycles such as the benzofuranne and N-methylindole has been demonstrated spectroscopically and chemically.With the N-alkylindoles having an alkoxycarbonyle function in the positi
- Daou, Boujemaa,Soufiaoui, Mohamed
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p. 3351 - 3362
(2007/10/02)
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- 1,3-Dipolar Cycloadditions, 89. New Contributions to the Chemistry of Diphenylnitrilimine
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Methyl propiolate, tetrolate, and phenylpropiolate combine with diphenylnitrilimine (1) to afford regioisomeric cycloadducts; the preferential orientation shifts in the sequence given from the pyrazole-5-carboxylic ester to the 4-carboxylic ester.Correspo
- Clovis, James S.,Fliege, Werner,Huisgen, Rolf
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p. 3062 - 3070
(2007/10/02)
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