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Synthesis of 2-Acylindoles via Ag- and Cu-Catalyzed anti-Michael Hydroamination of β-(2-Aminophenyl)-α,β-ynones: Experimental Results and DFT Calculations

Navnath D. Rode, Issam Abdalghani, Antonio Arcadi, Massimiliano Aschi, Marco Chiarini and Fabio Marinelli*

*Dipartimento di Scienze Fisiche e Chimiche, UniversitÓ di L'Aquila, Via Vetoio, Coppito, L'Aquila 67010, Italy, Email: fabio.marinelliunivaq.it

N. D. Rode, I. Abdalghani, A. Arcadi, M. Aschi, M. Chiarini, F. Marinelli, J. Org. Chem., 2018, 83, 6354-6362.

DOI: 10.1021/acs.joc.8b00508 (free Supporting Information)


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Abstract

An AgOTf-catalyzed reaction of β-(2-Aminophenyl)-α,β-ynones provides 3-unsubstituted 2-acylindoles in good yields under microwave heating. The use of Cu(OTf)2 as a catalyst resulted in a similar reaction outcome, albeit with a lower efficiency.

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Key Words

indoles, microwave synthesis


ID: J42-Y2018