Synthesis of α-Aminocyclopropyl Ketones and 2-Substituted Benzoimidazoles from 2-Hydroxycyclobutanones and Aryl Amines

Serusi L.

Primo

;Soddu F.

Secondo

;Cuccu F.;Peretti G.;Luridiana A.;Secci F.;Caboni P.;Aitken D. J.;Frongia A.

Ultimo

2020-01-01

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Abstract

We have developed one-step protocols for the preparation of a large selection of α-aminocyclopropyl ketones or benzo[d]imidazoles, by reacting 2-substituted-2-hydroxycyclobutanones with aryl amines or o-phenylenediamines, respectively. In most case the reactions proceed at room temperature and are catalyst-free. The formation of benzo[d]imidazoles is rationalized in terms of an unusual ring-closure/ring-fission process followed by aromatization. (Figure presented.).