Intramolecular amidation — An efficient synthesis of 3-aryl-2-quinolinones

2006 ◽  
Vol 84 (12) ◽  
pp. 1620-1625 ◽  
Author(s):  
Yinggang Luo ◽  
Feiyan Tao ◽  
Yan Liu ◽  
Bogang Li ◽  
Guolin Zhang

To reveal the scope of the syntheses of 3-aryl-2-quinolinones from 2-nitro-α-phenylcinnamic acids, the isomerization of (E)-2-amino-α-phenylcinnamic acids was studied. The results showed that (E)-2-amino-α-phenylcinnamic acids were isomerized to its (Z)-forms under sunlight in organic solvents. The reaction temperature and the functional groups at both phenyl rings have no effect on the isomerization of (E)-2-amino-α-phenylcinnamic acids and the following intramolecular spontaneous amidation of (Z)-2-amino-α-phenylcinnamic acids. Various 3-aryl-2-quinolinones prepared in high total yields indicated that the syntheses of 3-aryl-2-quinolinones from Perkin condensation products 2-nitro-α-phenylcinnamic acids via reduction, sunlight-induced isomerization of (E)-2-amino-α-phenylcinnamic acids, and the following intramolecular amidation is an efficient procedure. Key words: 3-aryl-2-quinolinones, isomerization, amidation.


2016 ◽  
Vol 2016 ◽  
pp. 1-7 ◽  
Author(s):  
Dalila Meziane ◽  
Abdelhamid Elias ◽  
Erwann Guénin

The aim of this investigation was to develop an efficient, rapid, and selective method for the synthesis ofω-alkylenediphosphoric acids (HO)2(O)P-O-CH2n-O-P(O)(OH)2from reaction of several diols with phosphorus oxychloride. The reaction was investigated using three methodologies: (i) presence of a base, (ii) classical heating, and (iii) use of microwave irradiation. Influence of reaction temperature and molar ratio of reagents, as well as the nature of the solvent, was studied using these three different methods.



Author(s):  
JU Mollah ◽  
W Islam

Leaf, stem and roots of Thevetia peruviana (Pers) Schum. were extracted in four organic solvents; petroleum spirit, ethyl acetate, acetone and methanol and tested against the adults of Callosobruchus maculatus F. All the tested extracts effectively produced mortality of C. maculatus and their toxicity was in order of solvents: petroleum spirit>ethyl acetate>acetone>methanol. Root extract was the most toxic to C. maculatus. Females were more tolerant than males. Key words: Extract, mortality, solvent, Thevetia peruviana, Callosobruchus maculatus. DOI = 10.3329/jard.v5i1.1466 J Agric Rural Dev 5(1&2), 105-109, June 2007



Author(s):  
Inna Slepchuk ◽  
Olga Ya. Semeshko ◽  
Yuliya G. Saribekova ◽  
Irina N. Kulish ◽  
Igor V. Gorokhov

Results of study of influence of amount of functional groups of glycidyl ethers on characteristics of the spatial grid of crosslinked polyurethane polymer are presented. Parameters of a three-dimensional spatial grid of investigated samples of polymeric films and their physical and mechanical properties were determined by a method of equilibrium swelling in organic solvents.



2005 ◽  
Vol 60 (7) ◽  
pp. 792-796 ◽  
Author(s):  
József Kövér ◽  
Sándor Antus

An efficient procedure to deoxygenate hydroxy substituted flavonoids, isoflavonoids and related compounds via their trifluoromethanesulfonates is presented. Their reduction with formic acid in the presence of a catalytic amount of palladium acetate, triethylamine and 1,3-bis(diphenylphosphanyl) propane (dppp) in DMF results in their des-hydroxy derivatives without affecting other functional groups.



Synlett ◽  
2019 ◽  
Vol 30 (20) ◽  
pp. 2273-2278 ◽  
Author(s):  
Piroska Gyárfás ◽  
János Gerencsér ◽  
Warren S. Wade ◽  
László Ürögdi ◽  
Zoltán Novák ◽  
...  

An efficient method for nucleophilic aromatic substitution on 7-azaindoles has been developed. The reaction is facilitated by the unique dual influence of SEM as both protecting and activating group, permitting mild conditions and short reaction times that are compatible with sensitive functional groups. The method is suitable for the synthesis of a broad range of products, most notably ethers.



RSC Advances ◽  
2016 ◽  
Vol 6 (3) ◽  
pp. 2217-2224 ◽  
Author(s):  
Qingyuan Deng ◽  
Gaohong He ◽  
Yu Pan ◽  
Xuehua Ruan ◽  
Wenji Zheng ◽  
...  

Novel bis-ammonium immobilized polystyrenes with co-catalyzing functional groups were prepared for efficient synthesis of cyclic carbonate from CO2 and epoxides.



2008 ◽  
Vol 273 (1) ◽  
pp. 25-32 ◽  
Author(s):  
Sukumaran S. Babu ◽  
Vakayil K. Praveen ◽  
Ayyappanpillai Ajayaghosh


2000 ◽  
Vol 78 (1) ◽  
pp. 133-138 ◽  
Author(s):  
Mukund P Sibi ◽  
Pingrong Liu ◽  
Michael D Johnson

A short and efficient synthesis of both enantiomers of enterolactone, a mammalian lignan, is described. The overall yield for the natural enterolactone, over seven steps, was 19% and for its enantiomer 27%. Key words: enterolactone, 4-diphenylmethyl-2-oxazolidinone, succinate, enantioselective synthesis.



2017 ◽  
Vol 53 (14) ◽  
pp. 2222-2225 ◽  
Author(s):  
Miaolin Ke ◽  
Qiuling Song

An original and efficient synthesis of 3,3-difluoro-2-oxindole derivatives has been developed via copper/B2pin2-catalyzed difluoroacetylation of aniline via C–H activation followed by intramolecular amidation.



2021 ◽  
Author(s):  
Justin Northrup ◽  
Jesse Wiener ◽  
Matthew Hurley ◽  
Chun-Feng David Hou ◽  
Taylor Keller ◽  
...  

Herein, we introduce the efficient synthesis of Q-proline (Q-Pro) based, metal-binding macrocycles (QPM), which can display up to nine functional groups. Synthesis of eight QPM was achieved through standard Fmoc-SPPS and peptoid chemistry. QPM are disordered in the absence of a metal cation, as evidenced by NMR and a crystal structure of <b>QPM-3</b> obtained through racemic crystallization. Addition of metal cations cause these macrocycles to adopt ordered, uniform core structures regardless of the functional groups. Alkylation of QPM allows for addition of reactive functional groups as the final step in a synthesis. Interestingly, the addition of secondary functional groups to the hydantoin amide position (R<sub>2</sub>) converts the proline ring from Cg-endo to Cg-exo, due to steric interactions.



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