Synthesis of Quinolines Through Acceptorless Dehydrogenative Coupling Catalyzed by Rhenium PN(H)P Complexes

Synthesis of Quinolines Through Acceptorless Dehydrogenative Coupling Catalyzed by Rhenium PN(H)P Complexes

A practical and sustainable synthesis of substituted quinolines was achieved through the annulation of 2‐aminobenzyl alcohol with various secondary alcohols, ketones, aldehydes, or nitriles, under hydrogen‐borrowing conditions. Under the catalysis of well‐defined rhenium complexes bearing tridentate...

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Bibliographic Details
Published in:ChemSusChem Vol. 12; no. 13; pp. 3078 - 3082
Main Authors: Wei, Duo, Dorcet, Vincent, Darcel, Christophe, Sortais, Jean‐Baptiste
Format: Journal Article
Language:English
Published: Germany Wiley Subscription Services, Inc 05-07-2019
ChemPubSoc Europe/Wiley
Subjects:
Alcohols
Aldehydes
annulation
Catalysis
Chemical reactions
Chemical Sciences
Coordination compounds
Dehydrogenation
dehydrogenative coupling
hydrogen borrowing
Ketones
Nitriles
Organic chemistry
Organic compounds
Quinoline
Rhenium
quinoline
annulation
rhenium
dehydrogenative coupling
hydrogen borrowing
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Summary:A practical and sustainable synthesis of substituted quinolines was achieved through the annulation of 2‐aminobenzyl alcohol with various secondary alcohols, ketones, aldehydes, or nitriles, under hydrogen‐borrowing conditions. Under the catalysis of well‐defined rhenium complexes bearing tridentate diphosphinoamino ligands, the reaction proceeded efficiently (31 examples were isolated with yields up to 96 %) affording a variety of quinoline derivatives. No acceptor needed: A sustainable rhenium‐catalyzed synthesis of substituted quinolines is achieved through the annulation of 2‐aminobenzyl alcohol with various secondary alcohols, ketones, aldehydes, or nitriles, under hydrogen‐borrowing conditions.
ISSN:1864-5631
1864-564X
DOI:10.1002/cssc.201802636