27332-20-3Relevant articles and documents
Palladium(0)-catalysed regioselective cyclisations of 2-amino(tosyl) benzamides/sulphonamides: The stereoselective synthesis of 3-ylidene-[1,4]benzodiazepin-5-ones/benzo[f][1,2,5]thiadiazepine-1,1-dioxides
Mondal, Debasmita,Pal, Gargi,Chowdhury, Chinmay
, p. 5462 - 5465 (2021/06/09)
The Pd(0) catalysed cyclisation reactions betweentert-butyl propargyl carbonates and 2-aminotosyl benzamides or sulphonamides deliver 1,4-benzodiazepin-5-ones or sultam derivatives, key components of many biologically active compounds. But 2-amino benzamides/sulphonamides require propargyl carbonates substituted at acetylenic carbon to undergo the reaction resulting in the stereoselective formation of the said products.
One-pot synthesis ofN-substituted benzannulated triazolesviastable arene diazonium salts
Faggyas, Réka J.,McGrory, Rochelle,Sutherland, Andrew
, p. 6127 - 6140 (2021/07/21)
A mild and effective one-pot synthesis of 1,2,3-benzotriazin-4(3H)-ones and benzothiatriazine-1,1(2H)-dioxide analogues has been developed. The method involves the diazotisation and subsequent cyclisation of 2-aminobenzamides and 2-aminobenzenesulfonamidesviastable diazonium salts, prepared using a polymer-supported nitrite reagent andp-tosic acid. The transformation was compatible with a wide range of aryl functional groups and amide/sulfonamide-substituents and was used for the synthesis of pharmaceutically important targets. The synthetic utility of the one-pot diazotisaton-cyclisation process was further demonstrated with the preparation of an α-amino acid containing 1,2,3-benzotriazin-4(3H)-one.
Transition-Metal-Free Tandem Cyclization/ N-Arylation Reaction: A Method to Access Biaryl Sultam Derivatives via a Diradical Pathway
Thorat, Vijaykumar H.,Hsieh, Jen-Chieh,Cheng, Chien-Hong
, p. 6623 - 6627 (2020/09/02)
A novel procedure for the transition-metal-free tandem cyclization/N-arylation reaction sequence of an aryne with a 1,2,3,4-benzothiatriazine-1,1-dioxide is reported. This reaction goes through the intramolecular homolytic cyclization to generate an N-H b
Design, synthesis and biological evaluation of novel benzothiadiazine derivatives as potent PI3Kδ-selective inhibitors for treating B-cell-mediated malignancies
Ma, Xiaodong,Wei, Jun,Wang, Chang,Gu, Dongyan,Hu, Yongzhou,Sheng, Rong
, p. 112 - 125 (2019/03/17)
A series of 24 benzothiadiazine derivatives with structural novelty were designed, synthesized and biologically evaluated as PI3Kδ-selective inhibitors. As a consequence of the structure-activity relationship (SAR) study, compounds 63 and 71 were identifi
Dibenzo[1,2,5]thiadiazepines are non-competitive GABAA receptor antagonists
Ramirez-Martinez, Juan F.,Gonzalez-Chavez, Rodolfo,Guerrero-Alba, Raquel,Reyes-Gutierrez, Paul E.,Martinez, Roberto,Miranda-Morales, Marcela,Espinosa-Luna, Rosa,Gonzalez-Chavez, Marco M.,Barajas-Lopez, Carlos
, p. 894 - 913 (2013/03/28)
A new process for obtaining dibenzo[c,f][1,2,5]thiadiazepines (DBTDs) and their effects on GABAA receptors of guinea pig myenteric neurons are described. Synthesis of DBTD derivatives began with two commercial aromatic compounds. An azide group was obtain
Photoinduced Ring Enlargement Reactions of 2H-1,2,4-Benzothiadiazine 1,1-Dioxides. Steady-State and Laser Flash Photolysis Studies
Kumar, C. V.,Gopidas, K. R.,Bhattacharyya, K.,Das, P. K.,George, M. V.
, p. 1967 - 1972 (2007/10/02)
Ring-enlargement reactions of several 2H-1,2,4-benzothiadiazine 1,1-dioxides under photoexcitation have been studied by steady-state irradiation, product analysis, and laser flash photolysis.Irradiations in benzene or methanol gave moderate yields (14-70p