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An efficient procedure for the synthesis of bioactive indole oximes (CROSBI ID 652480)

Neobjavljeno sudjelovanje sa skupa | neobjavljeni prilog sa skupa | međunarodna recenzija

Radman, Andreja ; Odžak, Renata ; Skočibušić, Mirjana ; Primožič, Ines An efficient procedure for the synthesis of bioactive indole oximes // 18th Tetrahedron Symposium - New Developments in Organic Chemistry Budimpešta, Mađarska, 27.06.2017-30.06.2017

Podaci o odgovornosti

Radman, Andreja ; Odžak, Renata ; Skočibušić, Mirjana ; Primožič, Ines

engleski

An efficient procedure for the synthesis of bioactive indole oximes

A number of procedures for the preparation of oximes are described in literature, but, only recently they are considered also from the green chemistry point of view. Traditionally, oximes are prepared by refluxing an alcoholic solution of carbonyl compound with hydroxylamine hydrochloride and a base. Accordingly, there is necessity for developing alternative efficient and less contaminating methods for the preparation of aldoximes and ketoximes. For this purpose, a series of indole oximes with a carbonyl group in different positions were synthesized. Oximes were obtained quantitatively in reactions with liquid assisted grinding and addition of an organic nitrogen base. All reactions ended within first minute. This method proved to be appropriate for the synthesis of all indole oximes from a suitable aldehydes and ketones, using just 0.4 eq or fewer base among those which are daily used in organic laboratories. Reactions were very fast and almost solvent free, which reduced cost and accumulation of toxic by-products. For all compounds, antimicrobial activity targeting resistance genes to treat infections caused by multidrug- resistant Gram-negative bacteria was estimated.

synthesis, oximes

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Podaci o prilogu

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Podaci o skupu

18th Tetrahedron Symposium - New Developments in Organic Chemistry

poster

27.06.2017-30.06.2017

Budimpešta, Mađarska

Povezanost rada

Kemija