Organic Chemistry Portal

Abstracts

Search:

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, UniversitÓ 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 (free Supporting Information)



see article for more reactions

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.

see article for more examples



Key Words

hydrogen transfer, microwave synthesis, oxidation, amination, palladium


ID: J60-Y2013