63228-64-8Relevant academic research and scientific papers
One-pot synthesis ofN-substituted benzannulated triazolesviastable arene diazonium salts
Faggyas, Réka J.,McGrory, Rochelle,Sutherland, Andrew
supporting information, 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
supporting information, 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
Carbon-Phosphorus Bond Formation on Anilines Mediated by a Hypervalent Iodine Reagent
Deruer, Elsa,Coulibali, Siomenan,Boukercha, Saad,Canesi, Sylvain
, p. 11884 - 11890 (2017/11/24)
Substituted anilines containing a sulfonyl group may be oxidized in situ in the presence of methanol and a hypervalent iodine reagent to form an active iminium species. Subsequent addition of phosphines or phosphites in the same pot produces meta-substitu
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
Facile access to bicyclic sultams with methyl 1-sulfonylcyclopropane-l- carboxylate moieties
Rassadin, Valentin A.,Tomashevskiy, Aleksandr A.,Sokolov, Viktor V.,Ringe, Arne,Magull, Joerg,De Meijere, Armin
experimental part, p. 2635 - 2641 (2009/11/30)
N-(2,3-Dibromopropyl)- and N-(3,4-dibromobutyl)(methoxycarbonyl) methanesulfanilides upon treatment with potassium carbonate in DMF furnish, methyl 3-aryl-2,2-dioxo-2thia-3-azabicyclo[n.1.0]alkane-1.-carboxylates in yields ranging from 54 to 84% (10 examples). The starting materials were obtained by sulfonylation of N-alkenylanilines with methyl (chlorosulfonyl) acetate and. subsequent bromination. For the N-alkenylanil.in.es (10 examples, 60-77% yield) an efficient new synthesis employing a 2-nitrophenylsulfonyl substituent as a protective as well as an activating group has been developed. The 4-methoxyphenyl (PMP) group could easily be removed, from, the sultam. nitrogen atom by treatment with cerium(IV) ammonium nitrate.
NOVEL ADENOSINE A3 RECEPTOR AGONISTS
-
Page/Page column 64-65, (2008/06/13)
The invention realizes that a series of sulfonamido derivatives with a conserved uronamide group at the 5' position provide superior A3 receptor affinity as well as selectivity. These new adenosine agonists are sulfonamido deritatives N-substituted with aliphatic groups (cyclic or linear) or aromatic radicals.
Reactions of 2-(α-haloalkyl)thiiranes with nucleophilic reagents: IV. Alkylation of sulfonamides with 2-chloromethylthiirane. Synthesis and properties of 3-(arylamino)thietanes
Sokolov,Butkevich,Yuskovets,Tomashevskii,Potekhin
, p. 1023 - 1035 (2007/10/03)
Alkylation of primary and secondary sulfonamides with 2- chloromethylthiirane in the presence of alkali gives the corresponding N-(thiiran-2-ylmethyl)- and/or N-(thietan-3-yl)sulfonamides. The selectivity of the process depends on the solvent: in water, t
Spirodienones. Part 5. The Synthesis and Reactions of N-Sulphonylcyclohexadienimines
Coutts, Ian G. C.,Culbert, Nicholas J.,Edwards, Mark,Hadfield, John A.,Musto, Donald R.,et al.
, p. 1829 - 1836 (2007/10/02)
The anodic or chemical oxidation of para-substituted sulphonanilides gives 4,4-disubstituted N-sulphonylcyclohexadienimines, which, from appropriately substituted anilines, may be spirocyclic.The scope and limitations of the synthesis are described, and mechanism proposed.The selective hydrolysis of the dienimines to the corresponding dienones provides a convenient route to the latter compounds.The reaction of some of the dienimines with dienes is discussed.
