Novel 5α-androstanes containing an isoxazoline moiety condensed to ring A or D were efficiently synthetized by 1,3-dipolar cycloadditions of aryl nitrile oxides to steroidal α,β-unsaturated ketones. During the ring closures, regioisomers in which the O terminus of the nitrile oxide dipoles is attached to the β-carbon of the dipolarophile were formed in a stereoselective manner to furnish exclus...

A first example of organo-N-heterocyclic carbene (NHC) catalyzed click-type fast 1,3-dipolar cycloaddition of nitrile oxides with alkynes was developed for the regioselective synthesis of 3,5-di- and 3,4,5-trisubstituted isoxazoles. Triethylamine (Et(3)N) was employed as an effective base to generate both nitrile oxide and the organo-NHC catalyst in situ. This catalytic approach was used to att...

NOTE: *These temperature ranges will apply to the majority of media for which the material is potentially recommended. With some media however, the service temperature range may be significantly different. ALWAYS TEST UNDER ACTUAL SERVICE CONDITIONS. Nitrile (General Service) -34°C to 121°C (-30°F to 250°F)* Nitrile (Low Temperature) -55°C to 107°C (-65°F to 225°F)* Hydrogenated Nitrile -32°C t...

This study presents a new reaction of cationic vinylidene complexes with Me₃SiN₃ (TMSN₃), which yields N-coordinated nitrile complexes 3. Treatment of a ruthenium acetylide precursor containing indenyl and dppe ligands with a series of organic halides produced the corresponding vinylidene complexes 2 in good yield. Further reaction of 2 with TMSN₃ at room temperature produced N-coordinated ruth...

The electric fields produced in folded proteins influence nearly every aspect of protein function. We present a vibrational spectroscopy technique that measures changes in electric field at a specific site of a protein as shifts in frequency (Stark shifts) of a calibrated nitrile vibration. A nitrile-containing inhibitor is used to deliver a unique probe vibration to the active site of human al...

A new cyclometalating ligand, featuring nitrile moieties to enhance the photophysical and consequently photocatalytic properties of bis-cyclometalated Ir(iii) complexes, was synthesized. Nitrile moieties were selected to replace expensive and environmentally problematic fluoride moieties commonly employed for synthetic tuning of chromophores. Two new chromophores bearing the new nitrile-decorat...

The oxidation of some cyanocycloheptatrienes with CrO3 and pyridine was investigated and a few new nitrile functionalised benzotropone derivatives were obtained. Photooxygenation reaction of these products was also studied. The structures of the formed products were determined on the basis of NMR spectroscopy and the formation mechanism of unusual products was discussed. Human carbonic anhydras...

The synthesis of 2'-azido-5-cyano-2'-deoxyuridine, N(3)CNdU (1), from trityl-protected 2'-amino-2'-deoxyuridine was accomplished in four steps with a 12.5% overall yield. The IR absorption positions and profiles of the azide and nitrile group of N(3)CNdU were investigated in 14 different solvents and water/DMSO solvent mixtures. The azide probe was superior to the nitrile probe in terms of its ...

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...