Transition-Metal-Free Cascade Synthesis of 4-Quinolones: Umpolung of Michael Acceptors via Ene Reaction with Arynes
A novel "one-pot" aryne transformation is described that affords various 4-quinolone derivatives without recourse to transition-metal catalysis. Arynes react with aza-Morita-Baylis-Hillman (AMBH) adducts through a cascade sequence involving an insertion/c
Santhosh Reddy,Lagishetti, Chandraiah,Kiran, I. N. Chaithanya,You, Hengyao,He, Yun
supporting information
p. 3818 - 3821
(2016/08/16)
Synthesis of fluorinated glutamic acid derivatives via vinylalumination
A variety of structural types of fluorinated allylic acetates, prepared by vinylalumination of fluorinated aldehydes, were reacted with the benzophenone imine of glycine tert-butyl ester to provide 4-(fluorobenzylidenyl)- and 4-(fluoroalkylidenyl) glutami
Ramachandran, P. Veeraraghavan,Madhi, Sateesh,O'Donnell, Martin J.
In this work we report our results concerning the study on the in vitro antiproliferative activity of 18 Baylis-Hillman adducts and some derivatives against a panel of humor tumor cell lines. A brief qualitative structure-activity relationship study indicated that carbon-carbon double bond and the presence of an electron-withdrawing substituent at the aromatic ring are essential for the activity. A quinoline-phthalide derivative has exhibited a potent effect on the proliferation of all cell lines. It is interesting to note their special cytotoxic activity against NCIADR cell line.
Kohn, Luciana K.,Pavam,Veronese,Coelho,De Carvalho,Almeida, Wanda P.
p. 738 - 744
(2007/10/03)
Ultrasound in Baylis-Hillman reactions with aliphatic and aromatic aldehydes: Scope and limitations
The utilization of ultrasound radiation in the Baylis-Hillman reaction with several aldehydes (aromatics and aliphatics) and different α,β-unsaturated reactants is described. For all aldehydes tested, the utilization of ultrasound sources augmented the reaction rate and the chemical yields. The use of ultrasound with two different catalysts (tri-n-butylphosphine and 1,4-diazabicyclo[2.2.2]octane [DABCO]) was also investigated. It was clearly demonstrated that DABCO is much more effective for catalyzing a Baylis-Hillman reaction under the influence of ultrasound than is tri-n-butylphosphine. No effect on reaction rate was observed when the concentration of DABCO was increased.
Coelho, Fernando,Almeida, Wanda P.,Veronese, Demetrius,Mateus, Cristiano R.,Silva Lopes, Elizandra C.,Rossi, Rodrigo C.,Silveira, Gabriel P.C.,Pavam, César H.
p. 7437 - 7447
(2007/10/03)
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