Cycloaddition Reactions of Nitrile Oxides to Silyl- and Germyl-Substituted Thiophene-1,1-dioxides
                    
                        
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منابع مشابه
Cytotoxic Activity of Silyl- and Germyl-Substituted 4,4-Dioxo-3a,6a-Dihydrothieno[2,3−d]isoxazolines-2
The [2+3] dipolar cycloaddition of nitrile oxides to the double C = C bonds of thiophene-1, 1-dioxides leads to formation of the fused isoxazolines-2 (1, 2). Tumor growth inhibition of these compounds strongly depends on the nature of group IV A element increasing from slightly active tert-butyl derivatives to silicon and germanium containing analogues. The products of benzonitrile oxide cycloa...
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متن کاملSynthesis, Vasodilating, Antithrombotic and Cardioprotective Activity of Pyridyl Substituted 5-Silyl(Germyl)Isoxazolines-2
The reactions of [2+3] cycloaddition of pyridylnitrile oxides to vinyl- and allylgermanes proceed regioselectively and afford 5-Ge-substituted isoxazolines-2. We have synthesized 9 new pyridyl substituted 5-Si(Ge)-isoxazolines-2 and investigated their biological activity. The vasodilating, anticoagulant and cardioprotective activities of 5-Si(Ge) substituted isoxazolines-2 have been studied in ...
متن کاملNMR Studies on [ 2 + 3 ] Cycloaddition of Nitrile Oxides to Polyunsaturated Medium Size Rings
Site selectivity, regioselectivity and stereoselectivity of [2 + 3] cycloaddition of 4-trifluoromethylbenzonitrile oxide to polyunsaturated medium size rings including 1,5,9-cyclododecatriene, 11-membered sesquiterpenes, 1,3-cyclooctadiene and 5-vinyl-2norbornene were examined. Site selectivity was correlated with electron charges of alkenyl carbon atoms. Structure of the products has been esta...
متن کاملSynthesis of isoxazoles by hypervalent iodine-induced cycloaddition of nitrile oxides to alkynes.
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-...
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ژورنال
عنوان ژورنال: Organometallics
سال: 1999
ISSN: 0276-7333,1520-6041
DOI: 10.1021/om9902129