Coupling reactions of vinylmagnesium bromide with imidoyl chlorides and with amides. Synthesis of enol imines, .gamma.,.delta.-unsaturated ketones and ketimines

1981 ◽  
Vol 46 (5) ◽  
pp. 1039-1041 ◽  
Author(s):  
Kai S. Ng ◽  
Howard Alper
1975 ◽  
Vol 6 (44) ◽  
pp. no-no
Author(s):  
RONALD R. SAUERS ◽  
ALAN D. ROUSSEAU ◽  
BRIAN BYRNE

2020 ◽  
Vol 56 (34) ◽  
pp. 4648-4651 ◽  
Author(s):  
Yuki Matsuda ◽  
Yasushi Tsuji ◽  
Tetsuaki Fujihara

Novel Cu-catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes have been achieved. The desired reactions proceed at room temperature and yield β,γ-unsaturated ketones.


2019 ◽  
Vol 55 (42) ◽  
pp. 5898-5901 ◽  
Author(s):  
Houbing Zou ◽  
Jinyu Dai ◽  
Runwei Wang

We design and prepare a highly active and stable nanoreactor by encapsulating mesoporous metal nanoparticles for efficient production of α,β-unsaturated ketones via a one-pot oxidative coupling reaction.


Synlett ◽  
2017 ◽  
Vol 28 (14) ◽  
pp. 1733-1737 ◽  
Author(s):  
Takashi Kippo ◽  
Yuki Kimura ◽  
Mitsuhiro Ueda ◽  
Takahide Fukuyama ◽  
Ilhyong Ryu

The bromine-radical-mediated allylation reaction of aldehydes was studied. In the presence of V-65 as radical initiator, the reaction of aldehydes with allyl bromides gave β,γ-unsaturated ketones in good yields (13 examples, 45–84%). The reaction is triggered by hydrogen abstraction from the aldehyde by bromine radical to form an acyl radical, which undergoes an SH2′-type addition–elimination reaction with allyl bromides to give coupling products with liberation of bromine radical. Three-component coupling reactions comprising aldehydes, electron-deficient alkenes, and methallyl bromide also proceeded to give δ,ε-unsaturated ketones.


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