scholarly journals Cu-Catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes

2020 ◽  
Vol 56 (34) ◽  
pp. 4648-4651 ◽  
Author(s):  
Yuki Matsuda ◽  
Yasushi Tsuji ◽  
Tetsuaki Fujihara
Keyword(s):  
Room Temperature ◽  
Coupling Reactions ◽  
Unsaturated Ketones ◽  
Three Component Coupling

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.

Bromine-Radical-Mediated Synthesis of β-Functionalized β,γ- and δ,ε-Unsaturated Ketones via C–H Functionalization of Aldehydes

Synlett ◽  
2017 ◽  
Vol 28 (14) ◽  
pp. 1733-1737 ◽  
Author(s):  
Takashi Kippo ◽  
Yuki Kimura ◽  
Mitsuhiro Ueda ◽  
Takahide Fukuyama ◽  
Ilhyong Ryu
Keyword(s):  
Hydrogen Abstraction ◽  
Coupling Reactions ◽  
Elimination Reaction ◽  
Acyl Radical ◽  
Unsaturated Ketones ◽  
Radical Initiator ◽  
Three Component Coupling

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.

SnTUD-1: a solid acid catalyst for three component coupling reactions at room temperature

2013 ◽  
Vol 15 (8) ◽  
pp. 2158 ◽  
Author(s):  
Muthusamy Poomalai Pachamuthu ◽  
Kannan Shanthi ◽  
Rafael Luque ◽  
Anand Ramanathan
Keyword(s):  
Room Temperature ◽  
Solid Acid ◽  
Solid Acid Catalyst ◽  
Acid Catalyst ◽  
Coupling Reactions ◽  
Three Component Coupling

ChemInform Abstract: SnTUD-1: A Solid Acid Catalyst for Three Component Coupling Reactions at Room Temperature.

ChemInform ◽  
2013 ◽  
Vol 44 (49) ◽  
pp. no-no
Author(s):  
Muthusamy Poomalai Pachamuthu ◽  
Kannan Shanthi ◽  
Rafael Luque ◽  
Anand Ramanathan
Keyword(s):  
Room Temperature ◽  
Solid Acid ◽  
Solid Acid Catalyst ◽  
Acid Catalyst ◽  
Coupling Reactions ◽  
Three Component Coupling

Room-Temperature, Water-Promoted, Radical-Coupling Reactions of Phenols with tert-Butyl Nitrite

Synlett ◽  
2017 ◽  
Vol 28 (16) ◽  
pp. 2153-2156 ◽  
Author(s):  
Wen-Ting Wei ◽  
Hongze Liang ◽  
Wen-Ming Zhu ◽  
Weida Liang ◽  
Yi Wu ◽  
...  
Keyword(s):  
Room Temperature ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Phenol Derivative ◽  
Tert Butyl ◽  
Radical Coupling ◽  
Air Atmosphere ◽  
Cross Coupling Reaction ◽  
Temperature Water

A radical–radical cross-coupling reaction of phenols with tert-butyl nitrite has been developed with the use of water as an additive. This method allows the construction of C–N bonds under an air atmosphere at room temperature, providing the ortho-nitrated phenol derivative in moderate to good yields.

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