182565-33-9Relevant academic research and scientific papers
A mild copper-mediated intramolecular amination of aryl halides
Yamada, Ken,Kubo, Tetsuji,Tokuyama, Hidetoshi,Fukuyama, Tohru
, p. 231 - 234 (2002)
A unique combination of copper iodide and cesium acetate was found to mediate intramolecular amination of aryl halides under mild conditions. The reaction proceeds at room temperature with primary or N-benzyl amines and at moderately elevated temperatures with other amine derivatives. The reaction has been applied to the formation of 5-, 6-, and 7-membered rings. Remarkably, halogens at the meta-position were retained, providing a definitive advantage over palladium-catalyzed systems.
Cyclic amination onto aromatic ring via radical pathway with (diacetoxyiodo)arenes
Togo, Hideo,Hoshina, Yoichiro,Yokoyama, Masataka
, p. 449 - 450 (1997)
Sulfonamides of primary amine bearing an aromatic ring at γ-position were treated with (diacetoxyiodo)arene and iodine under irradiation conditions with a tungsten lamp to give the corresponding 1,2,3,4-tetrahydroquinoline derivatives in moderate to good
Cyclic amination onto aromatic ring of sulfonamides with (diacetoxyiodo)arenes: Effect of sulfonyl group
Togo, Hideo,Hoshina, Yoichiro,Yokoyama, Masataka
, p. 6129 - 6132 (1996)
Sulfonamides of primary amine bearing an aromatic ring at γ-position were treated with (diacetoxyiodo)arene and iodine under irradiation conditions with a tungsten lamp to give the corresponding 1,2,3,4-tetrahydroquinoline derivatives in moderate to good
Facile preparation of 3,4-dihydro-2,1-benzothiazine 2,2-dioxides and related reaction with 1,3-diiodo-5,5-dimethylhydantoin under photochemical conditions
Moroda, Atsushi,Furuyama, Shusuke,Togo, Hideo
, p. 1336 - 1340 (2009)
3,4-Dihydro-2,1-benzothiazine 2,2-dioxides were easily obtained in good yields by the reaction of N-methyl 2-arylethanesulfonamides with 1,3-diiodo-5,5-dimethylhydantoin (DIH) under irradiation with a tungsten lamp. When N-benzyl 2-phenylethanesulfonamide
Aromatic sulfonamides containing a condensed piperidine moiety as potential oxidative stress-inducing anticancer agents
Madacsi, Ramona,Kanizsai, Ivan,Feher, Liliana Z.,Gyuris, Mario,Ozsvari, Bela,Erdelyi, Andras,Woelfling, Janos,Puskas, Laszlo G.
, p. 911 - 919 (2014/01/06)
A 30-membered piperidine ring-fused aromatic sulfonamide library was synthetized, including N-arylsulfonyl 1,2,3,4-tetrahydroquinolines, 1,2,3,4-tetrahydroisoquinolines and 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indoles. The compounds induced oxidative stress
Design, synthesis and 3-d characterization of 1-benzenesulfonyl-1,2,3,4-tetrahydroquinolines as lead scaffold for antiparasitic drug
Pagliero,Pierini,Brun,Mazzieri
experimental part, p. 461 - 470 (2011/10/18)
Ten 1-benzenesulfonyl-1,2,3,4-tetrahydroquinoline (BSTHQ) were synthesized and characterized and their antiprotozoal activities were investigated. This small library was designed by combining two chemical moieties that are known to be biologically active
Study on Radical Amidation onto Aromatic Rings with (Diacyloxyiodo)arenes
Togo, Hideo,Hoshina, Yoichiro,Muraki, Takahito,Nakayama, Hiromasa,Yokoyama, Masataka
, p. 5193 - 5200 (2007/10/03)
Sulfonamides of primary amines bearing an aromatic ring at the γ-position were treated with (diacyloxyiodo)arenes and iodine under irradiation conditions with a tungsten lamp to give the corresponding 1,2,3,4-tetrahydroquinoline derivatives in moderate to good yields. Here, the reactivity depends on the Z-group (protecting group) of the starting amides. Under the same reaction conditions, some sulfonamides were treated with (diacetoxyiodo)benzene and iodine in the presence of aromatics to give the corresponding N-arylated amides. These reactions proceed through the intramolecular and intermolecular amidations onto aromatic rings via the sulfonamidyl radicals formed.
