82418-40-4Relevant academic research and scientific papers
Copper-Catalyzed Hydroamination of N-Allenylazoles: Access to Amino-Substituted N-Vinylazoles
Perego, Luca Alessandro,Blieck, Rémi,Michel, Julie,Ciofini, Ilaria,Grimaud, Laurence,Taillefer, Marc,Monnier, Florian
supporting information, p. 4388 - 4392 (2017/10/23)
Building on mechanistic studies, the innate capability of azoles to act as a directing group has been exploited to design an efficient and simple procedure for the hydroamination of N-allenylazoles with secondary amines. The reaction proceeds under mild conditions by copper(I) catalysis yielding the corresponding original linear E allylic amines with total regio- and stereoselectivity. Density Functional Theory (DFT) calculations offer a mechanistic explanation of the significantly higher reactivity of N-allenyl-(1,2)-azoles compared to their 1,3-analogues as a result of the reaction-enhancing coordination of the pyridine-like nitrogen to the copper center. (Figure presented.).
A Contribution to the Addition of CH-acidic Compounds to the CC Triple Bond
Ehrhardt, Heinz,Mildenberger, Hilmar
, p. 989 - 993 (2007/10/02)
In an addition-isomerisation reaction α-alkyl- and α-arylbenzylcyanides 1 add phase-transfer catalysed to 1-propargylazoles 2 yielding substituted 4-azolyl-3-methyl-2-butenenitriles 3.
