Synthesis 2018; 50(06): 1323-1330
DOI: 10.1055/s-0036-1591859
paper
© Georg Thieme Verlag Stuttgart · New York

Reductive N-Arylethylation of Aromatic Amines and N-Heterocycles with Enol Ethers

Katharina Vögerl
Department of Pharmacy – Center for Drug Research, Ludwig-Maximilians University Munich, Butenandtstr. 5–13, 81377 Munich, Germany   eMail: Franz.Bracher@cup.uni-muenchen.de
,
Duc Nghia Ong
Department of Pharmacy – Center for Drug Research, Ludwig-Maximilians University Munich, Butenandtstr. 5–13, 81377 Munich, Germany   eMail: Franz.Bracher@cup.uni-muenchen.de
,
Department of Pharmacy – Center for Drug Research, Ludwig-Maximilians University Munich, Butenandtstr. 5–13, 81377 Munich, Germany   eMail: Franz.Bracher@cup.uni-muenchen.de
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Publikationsverlauf

Received: 07. Oktober 2017

Accepted after revision: 11. November 2017

Publikationsdatum:
12. Dezember 2017 (online)


Abstract

A convenient method for N-arylethylation of aromatic amines and heterocycles under mild reductive conditions was developed using (2-methoxyvinyl)(hetero)arenes as building blocks and triethylsilane/trifluoroacetic acid as reducing agent. This protocol is compatible with numerous functional groups, and aliphatic amines are inert due to protonation.

Supporting Information