Novel valdecoxib derivatives by ruthenium(ii)-promoted 1,3-dipolar cycloaddition of nitrile oxides with alkynes – synthesis and COX-2 inhibition activity
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چکیده
منابع مشابه
1,3-Dipolar Cycloaddition Reaction of Nitrile Oxides to Isatin Imines
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Treatment of oximes with hypervalent iodine leads to substituted isoxazoles via rapid formation of nitrile oxides. Reaction with terminal alkynes led to a series of 3,5-disubstituted isoxazoles with complete regioselectivity and high yield, in a procedure mild enough to prepare a range of nucleoside and peptide conjugates. Exceptionally high reaction rates were found for the formation of 3,4,5-...
متن کاملAn improved synthesis of 1,2-benzisoxazoles: TBAF mediated 1,3-dipolar cycloaddition of nitrile oxides and benzyne.
An efficient synthesis of a range of 1,2-benzisoxazoles using an improved 1,3-dipolar cycloaddition of nitrile oxides and benzyne is described. Key to the procedure is the in situ generation of the reactive nitrile oxide and benzyne reaction partners mediated by TBAF. Reactions are complete within 30 s, giving the target products in good to excellent yield.
متن کاملHighly regioselective nitrile oxide dipolar cycloadditions with ortho-nitrophenyl alkynes.
The dipolar cycloadditions of ortho-nitrophenyl alkynes with aryl nitrile oxides has been demonstrated. A range of substituents are tolerated on the alkyne. These reactions proceed with excellent levels of regioselectivity. Subsequent functionalization of the isoxazole scaffold has been demonstrated.
متن کاملSynthesis and Antimicrobial activity of Novel Isoxazolines by 1, 3-Dipolar Cycloaddition Reactions
Nitrile oxides were generated by the catalytic dehydrogenation of aromatic aldehyde oximes 2a-g with chloramine-T as oxidizing agent. The 1,3-dipolar cycloaddition of in situ generated nitrile oxides with ethyl oleate 1 produced a series of new ethyl 8-(3-aryl-4-octyl-4,5-dihydroisoxazol-5-yl)octanoate 3a-g in 6584% yield. Some of the synthesized cycloadducts have exhibited moderate to good ant...
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ژورنال
عنوان ژورنال: MedChemComm
سال: 2018
ISSN: 2040-2503,2040-2511
DOI: 10.1039/c7md00575j