128224-95-3Relevant academic research and scientific papers
Stereospecific synthesis of 1,5-disubstituted tetrazoles from ketoximes via a Beckmann rearrangement facilitated by diphenyl phosphorazidate
Ishihara, Kotaro,Shioiri, Takayuki,Matsugi, Masato
supporting information, p. 1295 - 1298 (2019/04/13)
A novel method for the stereospecific synthesis of 1,5-disubstituted tetrazoles from ketoximes via the Beckmann rearrangement was developed using diphenyl phosphorazidate (DPPA) as both the oxime activator and azide source. Various ketoximes were transformed into the corresponding 1,5-disubstituted tetrazoles with exclusive trans-group migration and no E-Z isomerization of the ketoxime. This method enables the preparation of 1,5-disubstituted tetrazoles without using toxic or explosive azidation reagents.
Practical syntheses of N-acetyl (E)-β-arylenamides
Cai, Zhihua,Liu, Guodu,Jiao, Guangjun,Senanayake, Chris H.,Tang, Wenjun
, p. 3355 - 3360 (2014/01/06)
A facile and practical method for the preparation of (E)-β- arylenamides [(E)-N-(1-arylprop-1-en-2-yl]acetamides] has been developed by reductive acetylation of the corresponding oximes with iron(II) acetate as the reducing reagent. Employment of hexamethylphosphoramide as the solvent was found to be critical for the high E/Z selectivity. The methodology has been applied in efficient syntheses of a key chiral intermediate of tamsulosin by asymmetric hydrogenation. Georg Thieme Verlag Stuttgart . New York.
Nitric oxide donor β2-agonists: Furoxan derivatives containing the fenoterol moiety and related furazans
Federica Buonsanti,Bertinaria, Massimo,Di Stilo, Antonella,Cena, Clara,Fruttero, Roberta,Gasco, Alberto
, p. 5003 - 5011 (2008/03/12)
The structure of fenoterol, a β2-adrenoceptor agonist used in therapy, has been joined with furoxan NO-donor moieties to give new NO-donor β2-agonists. The furazan analogues, devoid of the property to release NO, were also synthesized for comparison. All the compounds retained β2-agonistic activity at micromolar or submicromolar concentration when tested on guinea pig tracheal rings precontracted with carbachol. Among the furoxan derivatives, the NO contribution to trachea relaxation was evident with product 15b at micromolar concentrations. All the new NO-donor hybrids were able to dilate rat aortic strips precontracted with phenylephrine. Both furoxan and furazan derivatives displayed antioxidant activity greater than that of fenoterol.
Catalytic transfer hydrogenation of conjugated nitroalkenes using decaborane: Synthesis of oximes
Lee, Seung Hwan,Park, Yong June,Yoon, Cheol Min
, p. 1099 - 1100 (2007/10/03)
The reduction of α,β-unsaturated nitroalkenes was attempted using a system of decaborane and DMSO in methanol in the presence of 10% Pd/C at rt under nitrogen. As a result, the corresponding oximes were generated in good to high yields.
