28795-10-0Relevant academic research and scientific papers
A facile synthesis of 4-acylamino-tetrahydroindazoles via the Ritter reaction
Turks, Maris,Strakova, Inta,Gorovojs, Kirils,Belyakov, Sergey,Piven, Yuri A.,Khlebnicova, Tatyana S.,Lakhvich, Fedor A.
supporting information; experimental part, p. 6131 - 6140 (2012/09/05)
A new route toward 4-acylamino- and 4-amino-substituted tetrahydroindazoles is disclosed. The title compounds are obtained in good to excellent yields in the Ritter reaction between 4-hydroxy-tetrahydroindazoles and various nitriles. The reactivity of the tetrahydroindazole-derived carbenium ion is both sufficiently high to react with trichloroacetonitrile and sufficiently selective to resist the azide functionality within its structure. The present approach adds a method to the toolbox of tetrahydroindazole chemistry and facilitates the structural modifications of the scaffold, which has found important applications in medicinal chemistry.
