Authors
Melanie M Lorion, Danila Gasperini, Julie Oble, Giovanni Poli
Publication date
2013/6/21
Journal
Organic Letters
Volume
15
Issue
12
Pages
3050-3053
Publisher
American Chemical Society
Description
An efficient palladium-catalyzed synthesis of 1,2-dihydroquinolines has been developed via the reaction between anilines and Morita–Baylis–Hillman adducts derived from o-bromobenzaldehyde. This new Pd(0)-catalyzed pseudo-domino type I sequence involves a Buchwald–Hartwig arylic amination and an allylic amination. When starting from an o-bromo allylic alcohol, the chronology is arylic amination/allylic arylation. However, the sequence reverses when the reaction is performed on the corresponding o-bromo allylic acetate.
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