Acid-mediated decarboxylative C–H coupling between arenes and O-allyl carbamates

Author:

Loro Camilla12ORCID,Oble Julie2ORCID,Foschi Francesca1ORCID,Papis Marta1ORCID,Beccalli Egle M.3ORCID,Giofrè Sabrina3,Poli Giovanni2ORCID,Broggini Gianluigi1ORCID

Affiliation:

1. Dipartimento di Scienza e Alta Tecnologia, Università degli Studi dell'Insubria, via Valleggio 9, 22100 Como, Italy

2. Sorbonne Université, Faculté des Sciences et Ingénierie, CNRS, Institut Parisien de Chimie Moléculaire, IPCM, 4 place Jussieu, 75005 Paris, France

3. DISFARM, Sezione di Chimica Generale e Organica “A. Marchesini”, Università degli Studi di Milano, via Venezian 21, 20133 Milano, Italy

Abstract

Treatment of O-allyl N-tosyl carbamates with arenes in the presence of Cu(OTf)2 or TMSOTf as promoters affords N-substituted 1-arylpropan-2-amines, 1,2-diarylpropanes, 1,1-diarylpropanes, or indanes, depending on the nature of the promoter.

Funder

Università degli Studi dell'Insubria

Sorbonne Université

Centre National de la Recherche Scientifique

Università degli Studi di Milano

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Reference70 articles.

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2. Contemporary Carbocation Chemistry: Applications in Organic Synthesis

3. Catalytic access to carbocation intermediates via nitrenoid transfer leading to allylic lactams

4. G. A.Olah , in Friedel–Crafts Chemistry , Wiley , New York , 1973

5. M.Bandini and A.Umani-Ronchi , Catalytic Asymmetric Friedel-Crafts Alkylations , Wiley-VCH , Weinheim , 2009

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