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Use of Primary Amines for the Selective N-Alkylation of Anilines by a Reusable Heterogeneous Catalyst

Pasquale Linciano, Marianna Pizzetti, Andrea Porcheddu, Maurizio Taddei*

*Dipartimento di Biotecnologie, Chimica e Farmacia, Università degli Studi di Siena, Via A. Moro 2, 53100 Siena, Italy, Email: maurizio.taddeiunisi.it

P. Linciano, M. Pizzetti, A. Porcheddu, M. Taddei, Synlett, 2013, 24, 2249-2254.

DOI: 10.1055/s-0033-1339667



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Abstract

An easy Pd-mediated oxidation of primary amines to imines followed by aniline addition enables an alkylation of anilines. The process is characterized by a high atom economy as ammonia is the only byproduct. The catalyst could be successfully recycled up to three times.

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Key Words

hydrogen transfer, microwave synthesis, oxidation, amination, palladium


ID: J60-Y2013