144880-72-8Relevant academic research and scientific papers
New tetracyclic 1,4-oxazepines constructed via practically simple tandem condensation strategy from readily available synthons
Sapegin, Alexander V.,Kalinin, Stanislav A.,Smirnov, Alexey V.,Dorogov, Mikhail V.,Krasavin, Mikhail
, p. 1077 - 1083 (2014/01/23)
A streamlined synthetic methodology towards novel tetracyclic 1,4-oxazepines from readily available precursors is described. The compounds, designed as more soluble version of the earlier described, poorly soluble dibenzo[b,f][1,4]oxazepines, were obtained in high yields and as a single regioisomer as a result of three tandem chemical events - nucleophilic aromatic substitution, Smiles rearrangement and denitrocyclization.
Dibenzo[ b, f ]pyrazolo[1,5-d ][1,4]oxazepines: Facile construction of a rare heterocyclic system via tandem aromatic nucleophilic substitution-smiles rearrangement-denitrocyclization
Sapegin, Alexander V.,Kalinin, Stanislav A.,Smirnov, Alexey V.,Dorogov, Mikhail V.,Krasavin, Mikhail
experimental part, p. 2401 - 2407 (2012/09/07)
Condensation of 2-(1H-pyrazol-5-yl)phenols with 1-chloro-2-nitrobenzenes under basic conditions in N,N-dimethylformamide results in a tandem, atom-economical, aromatic nucleophilic substitution-Smiles rearrangement- denitrocyclization process to provide pyrazolo-fused dibenzo[b,f][1,4]oxazepines as a single regioisomer. Georg Thieme Verlag Stuttgart · New York.
SOME REACTIONS OF 6-CHLORO-2-METHYL-4H-1-BENZOPYRAN-4-ONE. PART II
Salem, Mounir A. I.,Hamed, Ashraf A.,El-Shekeil, Ali G.,Qui, A. S. Baba,Madkour, Hassan M. F.
, p. 605 - 618 (2007/10/03)
6-Chloro-2-methyl-4H-1-benzopyran-4-one (I) gave the isoxazole derivative IIa on reaction with hydroxylamine hydrochloride. The action of hydrazine and phenylhydrazine on I resulted in pyrazole dervatives IIIa and IIIb, respectively. The reactivity of I with ethyloxalate and aromatic nitroso compounds have been investigated. Phthalide VIIIa derived from the chromone I was synthesised and rearranged easily into phthalone IX upon refluxing with alcoholic sodium methoxide. Cleavage of VIIIa with amines and hydrazine hydrate was studied. Thiation of phthalide VIIIa with either Lawesson's reagent or phosphorous pentasulphide yielded the corresponding thione VIIIe.
