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Designing Vasicine‐Derived Ligands and Their Application for Ruthenium‐Catalyzed Transfer Hydrogenation Reactions in Water: Synthesis of Amines and Alcohols

Designing Vasicine‐Derived Ligands and Their Application for Ruthenium‐Catalyzed Transfer... Six quinazoline ligands (i.e., 3–8) were synthesized by starting from vasicine and vasicinone, and their applications towards ruthenium‐catalyzed transfer hydrogenation reactions were evaluated. The 3/[RuCl2(p‐cymene)]2 catalytic system was assessed for its use in the ruthenium‐catalyzed transfer hydrogenation reaction of aldehydes, ketones, and imines to give the corresponding alcohols and amines and also assessed for its use in the direct reductive amination of carbonyl compounds with anilines. The 3/[RuCl2(p‐cymene)]2 catalytic system demonstrated good to excellent activity in water with sodium formate as the hydrogen source. Current studies have revealed that among all of the synthesized ligands, those that have secondary amine groups and a rigid backbone are more active towards transfer hydrogenation reactions of unsaturated compounds. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Asian Journal of Organic Chemistry Wiley

Designing Vasicine‐Derived Ligands and Their Application for Ruthenium‐Catalyzed Transfer Hydrogenation Reactions in Water: Synthesis of Amines and Alcohols

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References (80)

Publisher
Wiley
Copyright
© 2016 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
2193-5807
eISSN
2193-5815
DOI
10.1002/ajoc.201600384
Publisher site
See Article on Publisher Site

Abstract

Six quinazoline ligands (i.e., 3–8) were synthesized by starting from vasicine and vasicinone, and their applications towards ruthenium‐catalyzed transfer hydrogenation reactions were evaluated. The 3/[RuCl2(p‐cymene)]2 catalytic system was assessed for its use in the ruthenium‐catalyzed transfer hydrogenation reaction of aldehydes, ketones, and imines to give the corresponding alcohols and amines and also assessed for its use in the direct reductive amination of carbonyl compounds with anilines. The 3/[RuCl2(p‐cymene)]2 catalytic system demonstrated good to excellent activity in water with sodium formate as the hydrogen source. Current studies have revealed that among all of the synthesized ligands, those that have secondary amine groups and a rigid backbone are more active towards transfer hydrogenation reactions of unsaturated compounds.

Journal

Asian Journal of Organic ChemistryWiley

Published: Dec 1, 2016

Keywords: ; ; ; ;

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