Palladium-Catalyzed Arylic/Allylic Aminations: Permutable Domino Sequences for the Synthesis of Dihydroquinolines from Morita–Baylis–Hillman Adducts
Mélanie M. Lorion
Danila Gasperini
Julie Oble
Giovanni Poli
10.1021/ol401234v.s002
https://acs.figshare.com/articles/journal_contribution/Palladium_Catalyzed_Arylic_Allylic_Aminations_Permutable_Domino_Sequences_for_the_Synthesis_of_Dihydroquinolines_from_Morita_Baylis_Hillman_Adducts/2403439
An efficient palladium-catalyzed synthesis of 1,2-dihydroquinolines has been developed via the reaction between anilines and Morita–Baylis–Hillman adducts derived from <i>o</i>-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 <i>o</i>-bromo allylic alcohol, the chronology is arylic amination/allylic arylation. However, the sequence reverses when the reaction is performed on the corresponding <i>o</i>-bromo allylic acetate.
2016-02-19 05:31:04
arylic
sequence
Permutable Domino Sequences
allylic amination
Morita