1311293-80-7Relevant academic research and scientific papers
Synthesis and reactions of 1-hydroxy-9,9a-dihydro-1H-imidazo[1,2-a]indol-2- (3H)-ones
Martynaitis, Vytas,Steponavi?it, Rasa,Krik?tolaityt, Sonata,Solovjova, Joana,Mangelinckx, Sven,De Kimpe, Norbert,Holzer, Wolfgang,?a?kus, Algirdas
, p. 3945 - 3953 (2011)
1-Hydroxy-9,9a-dihydro-1H-imidazo[1,2-a]indol-2(3H)-ones, as a new type of azaheterocyclic hydroxamic acids, have been synthesized regioselectively from 1-carbamoylmethyl- or 1-(methoxycarbonyl)methyl-2,3,3-trimethyl-3H-indolium salts by reaction with hydroxylamine in the presence of a strong base. The alkylation and reduction with sodium borohydride of these novel heterocycles have been investigated. When treated with protic acids 1-hydroxy- or 1-alkoxy-9,9a-dihydro-1H-imidazo[1,2-a]indol-2(3H)-ones underwent ring opening of the imidazolidine to afford 1-[2-(hydroxyamino)-2-oxoethyl]-2,3,3-trimethyl- 3H-indolium salts. The structural assignments are based on extensive 1H, 13C and 15N NMR spectroscopic studies and single crystal X-ray analyses.
