Tandem hydrogenation and condensation of fluorinated α,β-unsaturated ketones with primary amines, catalyzed by nickel

2015 ◽  
Vol 44 (35) ◽  
pp. 15653-15663 ◽  
Author(s):  
Nahury Castellanos-Blanco ◽  
Marcos Flores-Alamo ◽  
Juventino J. García

A simple homogeneous catalytic system based on nickel phosphine complexes has been developed for the transfer hydrogenation and condensation of α,β-unsaturated ketones to yield saturated ones and saturated imines using primary amines as hydrogen donors.

Synthesis ◽  
2021 ◽  
Author(s):  
Nian hua Luo ◽  
HongLing Shui ◽  
Yuhong Zhong ◽  
Jiu-Zhong Huang ◽  
Renshi Luo

Herein, we describe a method for the synthesis of functionalized quinolines from 2-aminobenzyl alcohols with α, β-unsaturated ketones. This method exhibits various functional groups tolerance, high-efficiency, environmentally benign and can be performed on a gram scale. Control experiment suggests this transformation is accomplished by iridium complex-catalyzed transfer hydrogenation, which is then followed by the Friedländer cyclization. The results display the alkali is essential for the high selectivities of this catalytic system.


2016 ◽  
Vol 81 (9) ◽  
pp. 3528-3532 ◽  
Author(s):  
Scott A. Van Arman ◽  
Austin J. Zimmet ◽  
Ian E. Murray

2014 ◽  
Vol 4 (3) ◽  
pp. 629 ◽  
Author(s):  
Marcelo Vilches-Herrera ◽  
Svenja Werkmeister ◽  
Kathrin Junge ◽  
Armin Börner ◽  
Matthias Beller

Catalysts ◽  
2020 ◽  
Vol 11 (1) ◽  
pp. 8
Author(s):  
Hui-Ju Chen ◽  
Chien-Cheng Chiu ◽  
Tsui Wang ◽  
Dong-Sheng Lee ◽  
Ta-Jung Lu

The bis-NHC–Ag/Pd(OAc)2 catalytic system (NHC = N-heterocyclic carbene), a combination of bis-NHC–Ag complex and Pd(OAc)2, was found to be a smart catalyst in the Pd-catalyzed transfer hydrogenation of various functionalized arenes and internal/terminal alkynes. The catalytic system demonstrated high efficiency for the reduction of a wide range of various functional groups such as carbonyls, alkynes, olefins, and nitro groups in good to excellent yields and high chemoselectivity for the reduction of functional groups. In addition, the protocol was successfully exploited to stereoselectivity for the transformation of alkynes to alkenes in aqueous media under air. This methodology successfully provided an alternative useful protocol for reducing various functional groups and a simple operational protocol for transfer hydrogenation.


1998 ◽  
Vol 17 (22) ◽  
pp. 4784-4794 ◽  
Author(s):  
Brian L. Edelbach ◽  
David A. Vicic ◽  
Rene J. Lachicotte ◽  
William D. Jones

2011 ◽  
Vol 9 (1) ◽  
pp. 175-179 ◽  
Author(s):  
Zhongqiang Zhou ◽  
Yong Sun ◽  
Aiqing Zhang

AbstractChiral aminosulfonamides containing imidazolium group were used as ligands for the ruthenium(II)-catalyzed asymmetric transfer hydrogenation of prochiral ketones in ionic liquid, affording good to excellent conversions and enantiomeric excesses. The catalytic system could be easily recovered and reused several times.


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