106015-76-3Relevant academic research and scientific papers
A straight forward synthesis of 4-aryl substituted 2-quinolones via Heck reaction
Gupta, Sumanta,Ganguly, Bhaskar,Das, Sajal
, p. 41148 - 41151 (2014)
A variety of aryl halides have been successfully coupled with different olefins via Heck reaction in the presence of an active stimulant (Pd-NHC). An efficient one pot protocol for the easy access of structurally diverse 4-aryl-2-quinolones via domino Heck/cyclization reaction has been developed. This journal is
1,4,2-Dioxazol-5-ones as Isocyanate Equivalents: An Efficient Synthesis of 2-Quinolinones via β-Keto Amides
Vala, Anand,Parmar, Nirali,Soni, Jigar Y.,Kotturi, Sharadsrikar,Guduru, Ramakrishna
, p. 2080 - 2084 (2021/10/07)
Under thermal conditions, 1,4,2-dioxazol-5-ones are known to undergo decarboxylation followed by Lossen's rearrangement to yield isocyanates. Described herein is the in situ trapping of the resulting isocyanates with carbon nucleophiles to synthesize β-keto amides. Furthermore, a general and mild method for the conversion of the resulting β-keto amides into quinolin-2-ones is reported.
Palladium Catalyzed Direct Acylation of Iodo-Acetanilides/Iodo-Phenyl Acetates: Domino One-Pot Synthesis of 2-Quinolinones
Basuli, Scuhand,Satyanarayana, Gedu
, p. 957 - 970 (2017/12/07)
Pd-catalyzed direct acylation reaction of iodoacetanilides/iodophenyl acetates with aldehydes is presented. Simple, bench-top aldehydes were used as non-toxic acylating agents. This protocol comprises direct coupling with aldehydes without activating the carbonyl group and without directing group assistance. The strategy was applied to a domino one-pot synthesis of 2-quinolinones through acylation and intramolecular aldol condensation. Significantly, the strategy was extended to the domino one-pot synthesis of drugs and bioactive compounds.
Palladium-catalyzed arylation/cyclization/desulfonation cascades toward 4-aryl quinolin-2(1H)-ones with diaryliodonium salts
Han, Jianwei,Wu, Xunshen,Zhang, Zhiang,Wang, Limin
supporting information, p. 3433 - 3436 (2017/08/08)
Palladium-catalyzed cascades of arylation/cyclization/desulfonation of ortho-aminocinnamate esters by using diaryliodonium salts afforded a wide range of 4-aryl quinolin-2(1H)-ones. As such, the desired 4-aryl quinolin-2(1H)-ones with potential biological activity has been synthesized in the yields of 34–96%.
Method for preparing 4-aryl-2-quinolinone through carbon dioxide
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Paragraph 0030; 0031; 0032, (2017/04/03)
The invention discloses a method for preparing 4-aryl-2-quinolinone through carbon dioxide, and belongs to the technical field of carbon dioxide comprehensive utilization. The method comprises the following concrete process steps: in a dehydrated and deox
Palladium-Catalyzed Multi-Component Reactions of N-Tosylhydrazones, 2-Iodoanilines and CO2towards 4-Aryl-2-Quinolinones
Sun, Song,Hu, Wei-Ming,Gu, Ning,Cheng, Jiang
supporting information, p. 18729 - 18732 (2016/12/26)
A palladium-catalyzed three-component reaction between N-tosylhydrazones, 2-iodoanilines and atmospheric pressure CO2was developed whereby a tandem carbene migration insertion/lactamization strategy afforded 4-aryl-2-quinolinones in moderate to good yields. Notably, a wide range of functional groups were tolerated in this procedure. This protocol features the simultaneous formation of four novel bonds; two C?C, one C=C and one C?N (amide), representing an efficient methodology for incorporation of CO2into heterocycles.
Practical route to 2-quinolinones via a Pd-catalyzed C-H bond activation/C-C bond formation/cyclization cascade reaction
Wu, Junliang,Xiang, Shaohua,Zeng, Jing,Leow, Minli,Liu, Xue-Wei
supporting information, p. 222 - 225 (2015/01/30)
Quinolinone derivatives were constructed via a Pd-catalyzed C-H bond activation/C-C bond formation/cyclization cascade process with simple anilines as the substrates. This finding provides a practical procedure for the synthesis of quinolinone-containing alkaloids and drug molecules. The utility of this method was demonstrated by a formal synthesis of Tipifarnib.
An efficient synthesis of 4-arylquinolin-2(1 H)-ones and 3-alkenyl-4-arylquinolin-2(1 H)-one using a Pd/NiFe2O 4-catalyzed consecutive Heck reaction
Borhade, Sanjay R.,Waghmode, Suresh B.
experimental part, p. 1355 - 1363 (2011/12/13)
A convenient one-pot method for the synthesis of 4-arylquinolin-2(1H)-ones and 4-arylcoumarins has been described. The successive Heck reaction on substituted 2-iodoaniline and 2-iodophenol catalyzed by a Pd/nickel ferrite catalyst followed by in situ cyc
4-Aryl-2-quinolones through a Pseudo-Domino Heck/Buchwald-Hartwig reaction in a molten tetrabutylammonium acetate/ tetrabutylammonium bromide mixture
Battistuzzi, Gianfranco,Bernini, Roberta,Cacchi, Sandro,De Salve, Ilse,Fabrizi, Giancarlo
, p. 297 - 302 (2008/02/05)
4-Aryl-2-quinolones can be prepared from readily available o-bromocinnamamide and aryl iodides using phosphine-free palladium(II) ace-tate as the precatalyst and a molten tetra(n-butyl)-ammonium acetate/tetra(n-butyl) ammonium bro-mide mixture as the reac
4-Aryl-2-quinolones via a domino heck reaction/cyclization process
Bernini, Roberta,Cacchi, Sandro,Fabrizi, Giancarlo,Sferrazza, Alessio
, p. 99 - 105 (2008/02/08)
The reaction of methyl β-(o-acetamidophenyl)acrylates with aryl iodides in the presence of Pd(OAc)2 and KOAc in DMF at 120 °C affords 4-aryl-2-quinolones in allowable to good yields.
