- Design and stereoselective synthesis of novel β-lactone and β-lactams as potent anticancer agents on breast cancer cells
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To produce a novel class of anticancer compounds, an efficient method for synthesizing novel β-lactone and β-lactam frameworks was developed based on the reaction of a new ketene with C=O and C=N bonds. Functionalized 2-azetidinones were efficiently synthesized by employing 2,4-dichlorophenoxylketene, which was generated in situ. The reaction of the ketene with aldehydes was not successful and in all cases except for 4-nitrobenzaldehyde, a rearranged dimer of the ketene was obtained as a lactone. Anticancer cellular activity of all new β-lactams and lactones on breast cancer cells was studied. All new synthesized compounds exhibited potential anticancer activity which may guarantee their future application in moderate chemotherapy.
- Rashidi, Mahnoosh,Islami, Mohammad Reza,Esmaeili-Mahani, Saeed
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p. 835 - 841
(2018/01/22)
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- Introduction of (2-CF3)phenyl group via nickel-catalyzed C-CL bond activation and arylation
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A simple and mild catalytic arylation via C-Cl bond activation is described. The phenyl group containing a 2-trifluoromethyl group was introduced into the aromatic imine molecules through C,C-coupling reaction between chloroarenes and the organozinc reage
- Peng, Zheng,Sun, Hongjian,Du, Aiqin,Li, Xiaoyan
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p. 838 - 841
(2015/04/27)
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- Selective amination of aryl chlorides catalysed by Ni(PMe3)4
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C,N-coupling reactions of aryl chlorides and aryl amines catalyzed by a nickel catalyst are reported. 17 new amines are synthesized in yields of 57-99%. 2,6-Dichloro substituted imines can be selectively aminated. Both mono- and di-aminated products are o
- Zhang, Shumiao,Li, Xiaoyan,Sun, Hongjian
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supporting information
p. 16224 - 16227
(2015/09/28)
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- Synthesis of 4-imino-2H,3H,5H-[1,2,5]thiadiazolidin-1-oxide through cycloaddition reaction of N-sulphinylanilines and N-(α-cyano-α-aryl) -methylanilines
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Through the normal mode of cycloaddition reaction of N-(α-cyano- α-aryl)-methylanilines (II) onto N-sulphinylanilines (III) has provided 2,3,5-triaryl-4-imino-2H,3H,5H-[1,2,5]thiadiazolidin-1-oxides (IV). The present protocol has advantage of convenient operation to synthesize heterocyclics in good yield.
- Kaur, Manpreet,Singh, Baldev
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p. 1157 - 1161
(2014/08/05)
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- Synthesis and reduction of nitrones of 2-chlorobenzaldehyde and their antifungal potential
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Condensation of 2-chlorobenzaldehyde with phenylhydroxylamines resulted in the foripation of C-(2-chlorophenyl)-N-phenylnitrones (1a-6a) which were characterized on the basis of elemental analysis and spectral studies. Sodium borohydride reduction of the nitrones was carried out and the nitrones were screened for their antifungal potential against five phytopathogenic fungi.
- Matharu, Balbir Kaur,Sharma,Manrao
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p. 917 - 918
(2007/10/03)
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- Oxidative rearrangement of imines to formamides using sodium perborate
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Oxidation of C-aryl or alkyl-N-arylaldimines 6 or 20 by sodium perborate tetrahydrate (SPB) in trifluoroacetic acid solution gives rearranged N,N-disubstituted formamides 9 and 21. Yields are variable and solvent dependant with the best yields (50-60%) being obtained for electronically neutral C-aryl substituents or C-s-alkyl substituents. Product formation is rationalised in terms of an intermediate oxaziridine 5 that rearranges via acid catalysed O-N bond cleavage. An alternative C-O bond cleavage of these intermediates accounts for the formation of aldehydes, which are common by products. Rearrangement appears to be favoured by N-aryl substituents and by C-substituents that do not stabilise a developing positive charge on carbon. Further support for an oxaziridine intermediate 5 is provided by the observation that MCPBA oxidation of benzaldehyde phenylimine gives rearranged N,N-diphenylformamide. Under the conditions of the SPB oxidative rearrangements, oxaziridine formation may well occur by initial formation of trifluoroperacetic acid. Stereochemical aspects of this novel rearrangement of aldimines 1 → 2 have been investigated using trans- and cis-myrtanal 25 and 30. The observed epimerisation using die N-4-tolyl imine of trans-myrtanal 26 is believed to arise from equilibration of the precursor imine 26 with the tautomeric enamine 35b.
- Nongkunsarn, Pakawan,Ramsden, Christopher A.
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p. 3805 - 3830
(2007/10/03)
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