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• W2017882904 abstract "Abstract The “click chemistry” of using organic azides and terminal alkynes is arguably the most efficient and straightforward route to the synthesis of 1,2,3‐triazoles. In this paper, an alternative and direct access to ethyl 1‐(4‐methoxyphenyl)‐5‐phenyl‐1 H ‐1,2,3‐triazole‐4‐carboxylate is described. Treatment of ethyl diazoacetate with 4‐methoxyaniline derived aryl imines in the presence of 1,8‐diazabicyclo[5.4.0]undec‐7‐ene provided fully substituted 1,2,3‐triazoles in good to high chemical yields. The base‐mediated reaction tolerates various substituted phenyl imines as well as ethyl diazoacetate or the more bulky diazoacetamide. A reasonable mechanism is proposed that involves the addition of an imine nitrogen atom to the terminal nitrogen atom of the diazo compound, followed by aromatization to give the 1,2,3‐triazole. The presence of the 4‐carboxy group is advantageous as it can be easily transformed into other functional groups." @default.
• W2017882904 created "2016-06-24" @default.
• W2017882904 creator A5000270247 @default.
• W2017882904 creator A5004318153 @default.
• W2017882904 creator A5066026484 @default.
• W2017882904 date "2010-01-28" @default.
• W2017882904 modified "2023-10-18" @default.
• W2017882904 title "An Efficient and Convenient Synthesis of Ethyl 1-(4-Methoxyphenyl)-5-phenyl-1<i>H</i>-1,2,3-triazole-4-carboxylate" @default.
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• W2017882904 doi "https://doi.org/10.1002/asia.200900320" @default.
• W2017882904 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/20029887" @default.
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