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A Domino Heck Coupling-Cyclization-Dehydrogenative Strategy for the One-Pot Synthesis of Quinolines
S. Ghora, C. Sreenivasulu,
Published in Georg Thieme Verlag
2022
Volume: 54
   
Issue: 2
Pages: 393 - 402
Abstract
An efficient, one-pot, domino synthesis of quinolines via the coupling of iodoanilines with allylic alcohols facilitated by palladium catalysis is described. The overall synthetic process involves an intermolecular Heck coupling between 2-iodoanilines and allylic alcohols, intramolecular condensation of in situ generated ketones with an internal amine functional group, and a dehydrogenation sequence. Notably, this protocol occurs in water as a green solvent. Significantly, the method exhibits broad substrate scope and is applied for the synthesis of deuterated quinolines through a deuterium-exchange process. © 2021. Thieme. All rights reserved.
About the journal
JournalSynthesis (Germany)
PublisherGeorg Thieme Verlag
ISSN00397881