137041-60-2Relevant academic research and scientific papers
Synthesis of Heterocyclic Propellanes by 1,3-Dipolar Cycloaddition of 2,6-Dichlorobenzonitrile Oxide to 2,3-Fused Indoles. Catalytic Hydrogenation of the Cycloadducts
Malamidou-Xenikaki, Elizabeth,Coutouli-Argyropoulou, Evdoxia
, p. 75 - 78 (2007/10/02)
N-Methylcycloalkanoindoles 1a, 1c-d and N-methylindenoindole (1e) react with 2,6-dichlorobenzonitrile oxide (2) to afford regioselectively propellanes 3.Catalytic hydrogenation of compounds 3 proceeds via the labile β-hydroxyimines 4, which are further decomposed to the starting indole and 2,6-dichlorobenzonitrile.In one case the intermediate imine 4e is stable and isolated in pure form. Key Words: Propellanes, heterocyclic / Nitrile oxides / Indoles, 2,3-fused / 1,3-Dipolar cycloaddition
