20043-35-0Relevant academic research and scientific papers
Metal-free sequential dual oxidative amination of C(sp3)–H bonds: A direct approach to benzothiadiazine 1,1-dioxide derivatives
Wang, Dongyin,Li, Xiaokang,Zhao, Yongli,Chen, Junmin
, p. 351 - 356 (2017)
An efficient and metal-free Di-tert-butyl peroxide (DTBP)-promoted dual oxidative amination annulation of 2-amino arylsulfonamide with methylarene has been developed. This protocol provides straightforward access to benzothiadiazine 1,1-dioxide derivatives without using prefunctionalized substrates in good to excellent yields with good functional group tolerance.
Aerobic primary and secondary amine oxidation cascade by a copper amine oxidase inspired catalyst
Thorve, Pradip Ramdas,Maji, Biplab
, p. 1116 - 1124 (2021/02/26)
Herein, we report a bioinspired catalytic system for the one-pot cascade oxidation of a native primary amine and anin situgenerated non-native secondary amine. The catalyst consists of ano-quinone cofactor phd (1,10-phenanthroline-5,6-dione) and a copper ion and operates under ambient air conditions. Quinazolin-4(3H)-ones, which are common pharmacophores present in numerous pharmaceuticals and bioactive compounds, were synthesized in high yields. A detailed kinetic and mechanistic study elucidates the role of the catalyst in the multi-step oxidative cascade reaction.
Transition metal-catalyzed C–H functionalization of arylacetic acids for the synthesis of benzothiadiazine 1,1-dioxides
Patil, Bhausaheb N.,Lade, Jatin J.,Karpe, Aniket S.,Pownthurai,Vadagaonkar, Kamlesh S.,Mohanasrinivasan,Chaskar, Atul C.
, p. 891 - 894 (2019/03/05)
Copper-catalyzed practical route for the synthesis of benzothiadiazine 1,1-dioxides has been developed. The method involves C–H functionalization of arylacetic acids to form aromatic aldehydes and their subsequent condensation with 2-aminobenzenesulfonami
Oxidative synthesis of quinazolinones and benzothiadiazine 1,1-dioxides from 2-aminobenzamide and 2-aminobenzenesulfonamide with benzyl alcohols and aldehydes
Sharif, Muhammad,Opalach, Julita,Langer, Peter,Beller, Matthias,Wu, Xiao-Feng
, p. 8 - 17 (2014/01/06)
An interesting procedure for the zinc-catalyzed oxidative transformation of ready available 2-aminobenzamide, 2-aminobenzenesulfonamide with benzyl alcohols has been developed. Various quinazolinones and benzothiadiazine 1,1-dioxides were prepared in moderate to good yields under identical conditions. The reactions of both aromatic aldehydes and aliphatic aldehydes with 2-aminobenzamide under catalyst free conditions were described as well. In water media, the products were formed in good yields.
Ruthenium-catalysed oxidative synthesis of heterocycles from alcohols
Watson, Andrew J. A.,Maxwell, Aoife C.,Williams, Jonathan M. J.
supporting information; experimental part, p. 240 - 243 (2012/01/13)
Ruthenium-catalysed hydrogen transfer has been successfully used for the conversion of alcohols into either 2,3-dihydroquinazolines or quinazolines. The choice of reaction conditions allows for the selective formation of either heterocycle and the methodology can also be applied to the sulfonamide analogue.
Microwave-assisted direct synthesis of 4H-1,2,4-benzothiadiazine 1,1-dioxide derivatives
Restrepo, Jelem,Salazar, Jose,Lopez, Simon E.
experimental part, p. 2311 - 2320 (2012/04/04)
We describe a rapid and convenient methodology for the preparation of diverse 3-aryl and 3-trifluoromethyl 4H-1,2,4-benzothiadiazine-1,1-dioxides in a one-pot microwavepromoted reaction between 2-aminobenzenesulfonamides and benzaldehydes, trifluoroacetic acid or benzoic acids. Copyright Taylor & Francis Group, LLC.
Facile synthesis of 2H-1,2,4-benzothiadiazine 1,1-dioxides promoted by Sml2
Su, Weike,Cai, Hongfei,Yang, Bibo
, p. 87 - 88 (2007/10/03)
2H-1,2,4-Benzothiadiazine 1,1-dioxides are prepared in good yields via reductive cyclisation of N,N-diethyl-o-nitrobenzenesulfonamides with appropriate nitriles promoted by Sml2 under mild and neutral conditions.
