Ethyl 2-(12-Oxo-10,12-dihydroisoindolo[1,2-b] Quinazolin-10-yl) Acetate

Author:

Morlacci Valerio1,Aschi Massimiliano1ORCID,Chiarini Marco2ORCID,Massa Antonio3ORCID,Arcadi Antonio1ORCID,Palombi Laura1ORCID

Affiliation:

1. Dipartimento di Scienze Fisiche e Chimiche, Università Degli Studi di L’Aquila, Via Vetoio, 67100 Coppito, Italy

2. Dipartimento di Bioscienze e Tecnologie Agroalimentari e Ambientali, Università degli Studi di Teramo, Via R. Balzarini, 64100 Teramo, Italy

3. Dipartimento di Chimica e Biologia, Università di Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, Italy

Abstract

The title compound has been synthetized using a one-pot cascade process of ethyl (E)-3-(2-aminophenyl) acrylate and 2-formylbenzonitrile in the presence of Cs2CO3 as the catalyst. The synthetic route has been rationalized as a base-catalyzed tandem addition/cyclization/rearrangement initiated by the aniline molecule, followed by sequential aza-Michael addition/dehydrogenation. A theoretical investigation also provided a rationale for its fluorescence properties.

Publisher

MDPI AG

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference23 articles.

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