182565-33-9Relevant articles and documents
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 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
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
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.