Molecular rearrangements of 4??iminomethyl??1, 2, 3??triazoles. Replacement of 1??aryl substituents in 1H??1, 2, 3??triazole??4??carbaldehydes

G L'abbé, M Bruynseels, P Delbeke…

Index: L'abbe, Gerrit; Bruynseels, Maria; Delbeke, Pieter; Toppet, Suzanne Journal of Heterocyclic Chemistry, 1990 , vol. 27, # 7 p. 2021 - 2027

Full Text: HTML

Citation Number: 22

Abstract

Abstract The two structural isomers, 4 and 5, of 1-substituted-4-iminomethyl-1, 2, 3-triazoles are interconvertible when heated in dimethyl sulfoxide at 80. The equilibrium position depends on the electronic properties of the R-substituent, favoring 5 for R= alkyl, benzyl and anisyl, and 4 for p-chlorophenyl and p-nitrophenyl. An interesting application is the synthesis of 1-alkyl-1, 2, 3-triazole-4-carbaldehydes from 1-phenyl-1, 2, 3-triazole-4-carbaldehyde ...

Related Articles:

Preparation of an antibacterial poly (ionic liquid) graft copolymer of hydroxyethyl cellulose

[Corredor, Miriam; Bujons, Jordi; Messeguer, Angel; Alfonso, Ignacio Organic and Biomolecular Chemistry, 2013 , vol. 11, # 42 p. 7318 - 7325]

Conventional and microwave assisted synthesis of 1, 4-disubstituted 1, 2, 3-triazoles from Huisgen cycloaddition

[Sarmiento-Sanchez, Juan I.; Ochoa-Teran, Adrian; Rivero, Ignacio A. Arkivoc, 2011 , vol. 2011, # 9 p. 177 - 188]

Medium Effects on the 1, 3-Dipolar Cycloaddition of Pyridazinium Dicyanomethanide with Ethyl Vinyl Ketone in Pure and Mixed Solvents from QM/MM Simulations

[Diz, Paula M.; Coelho, Alberto; El Maatougui, Abdelaziz; Azuaje, Jhonny; Caamano, Olga; Gil, Alvaro; Sotelo, Eddy Journal of Organic Chemistry, 2013 , vol. 78, # 13 p. 6540 - 6549]

Copper (I)??Catalyzed Aerobic Oxidative Azide–Alkene Cyclo??addition: An Efficient Synthesis of Substituted 1, 2, 3??Triazoles

[Janreddy, Donala; Kavala, Veerababurao; Kuo, Chun-Wei; Chen, Wen-Chang; Ramesh, Chintakunta; Kotipalli, Trimurtulu; Kuo, Ting-Shen; Chen, Mei-Ling; He, Chiu-Hui; Yao, Ching-Fa Advanced Synthesis and Catalysis, 2013 , vol. 355, # 14-15 p. 2918 - 2927]

Preparation of an antibacterial poly (ionic liquid) graft copolymer of hydroxyethyl cellulose

[Corredor, Miriam; Bujons, Jordi; Messeguer, Angel; Alfonso, Ignacio Organic and Biomolecular Chemistry, 2013 , vol. 11, # 42 p. 7318 - 7325]

More Articles...