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An efficient procedure for the synthesis of bioactive indole oximes


Radman, Andreja; Odžak, Renata; Skočibušić, Mirjana; Primožič, Ines
An efficient procedure for the synthesis of bioactive indole oximes // 18th Tetrahedron symposium-New development in organic chemistry, Programme book, Elsevier, 2017
Budimpešta, Mađarska, 2017. (poster, međunarodna recenzija, sažetak, ostalo)


Naslov
An efficient procedure for the synthesis of bioactive indole oximes

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

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, ostalo

Izvornik
18th Tetrahedron symposium-New development in organic chemistry, Programme book, Elsevier, 2017 / - , 2017

Skup
18th Tetrahedron symposium-New development in organic chemistry

Mjesto i datum
Budimpešta, Mađarska, 27-30.6.2017.

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Sinteza, oksimi
(Synthesis, oximes)

Sažetak
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.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Ustanove
Prirodoslovno-matematički fakultet, Zagreb,
Prirodoslovno-matematički fakultet, Split