66081-21-8Relevant academic research and scientific papers
An one-pot approach to the synthesis of triazolobenzothiadiazepine 1,1-dioxide derivatives by basic alumina-supported azide-alkyne [3+2] cycloaddition
Majumdar,Ganai, Sintu,Sinha, Biswajit
, p. 7806 - 7811 (2012/09/22)
An efficient one-pot strategy for the synthesis of triazolobenzothiadiazepine 1,1-dioxide derivatives has been developed by the reaction of 2-azido-N-substituted benzenesulfonamides and propargyl bromide in basic alumina under microwave condition via [3+2] azide-alkyne cycloaddition reaction. This protocol has synthetic advantages in terms of low environmental impact and short reaction time.
Synthesis of 3-amino-1,2,4-benzothiadiazine 1,1-dioxides via a tandem aza-Wittig/heterocumulene annulation
Blackburn, Christopher,Achab, Abe,Elder, Amy,Ghosh, Shomir,Guo, Jianping,Harriman, Geraldine,Jones, Matthew
, p. 10206 - 10209 (2007/10/03)
Reaction of o-azidobenzenesulfonamides with polymer-supported triphenylphosphine affords the corresponding iminophosphoranes. Subsequent reaction with isocyanates gives 3-amino-1,2,4-benzothiadiazine 1,1-dioxides in high yields and purities. The reaction
The synthesis of pyrrolo[1,2-b][1,2,5]benzothiadiazepines from 1,2-thiazine 1-oxides - Sulfonamide analogues of the pyrrolobenzodiazepine antitumour natural products
Hemming, Karl,Patel, Nilesh
, p. 7553 - 7556 (2007/10/03)
Pyrrolo[2,1-c][1,4]benzodiazepines (PBDs) and the corresponding pyrrolobenzothiadiazepines (PBTDs) are attractive targets as natural and synthetic antitumour antibiotics and as non-nucleosidic reverse transcriptase inhibitors. A concise synthesis of the P
A thiazine-S-oxide, Staudinger/aza-Wittig based synthesis of benzodiazepines and benzothiadiazepines
Anwar,Grimsey,Hemming,Krajniewski,Loukou
, p. 10107 - 10110 (2007/10/03)
A new approach to the synthesis of imine containing 1,2,5-benzothiadiazepine-1,1-dioxides and 1,4-benzodiazepin-5-ones using iminophosphoranyl thiazine-S-oxides as precursors is reported. Key steps include a Staudinger reaction, an aza-Wittig reaction and
3H-Azepines and Related Systems. Part 2. The Photolyses of Aryl Azides Bearing Electron-withdrawing Substituents
Purvis, Roger,Smalley, Robert K.,Suschitzky, Hans,Alkhader, Mohamed A.
, p. 249 - 254 (2007/10/02)
The photolyses of ortho-substituted aryl azides (o-XC6H4N3 where X = CONHNH2, CONHN=CHAr, NO2, CN, CF3, SO2OMe, SO2NH2, or SO2Ph) in methanol-tetrahydrofuran solution are described.With X = CF3 or CONHN=CHAr, 3-substituted 2-methoxy-3H-azepines are products, while in other cases polymeric products, amines or mixtures of isomeric azepines are obtained.The product from the photolysis of o-azidophenyl phenyl sulphoxide (X = SOPh) is identified tentatively (n.m.r. evidence) as 7-methoxy-2-phenylsulphinyl-3H-azepine.In contrast, methyl p-azidobenzoate and p-cyanophenyl azide yield the corresponding 5-substituted 2-methoxy-3H-azepines, whereas methyl m-azidobenzoate yields only methyl 2-methoxy-3H-azepine-6-carboxylate.Irradiation of methyl o-azidobenzoate in aqueous tetrahydrofuran gives 1,3-dihydro-3-methoxycarbonyl-2H-azepin-2-one.
