73050-40-5Relevant articles and documents
Regioselective remote C5 cyanoalkoxylation and cyanoalkylation of 8-aminoquinolines with azobisisobutyronitrile
Wen, Chunxia,Zhong, Ronglin,Qin, Zengxin,Zhao, Mengfei,Li, Jizhen
, p. 9529 - 9532 (2020)
The efficient regioselective C-H cyanoalkoxylation and cyanoalkylation of 8-aminoquinoline derivatives at the C5 position have been achieved under O2 and N2 atmospheres, respectively. Using 2,2′-azobisisobutyronitrile (AIBN) as a radical precursor, the pr
Metal-free site-selective C-H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile
Zhao, Mengfei,Qin, Zengxin,Zhang, Kaixin,Li, Jizhen
, p. 30719 - 30724 (2021/11/19)
Using K2S2O8, an efficient and metal-free site-selective C-H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with AIBN (azobisisobutyronitrile) was developed. Without any catalyst, various substrates and functional groups were compatible to afford corresponding products in moderate to high yields. A mechanism study displayed that a radical-radical coupling process was involved via the N-centered radical generation and delocalization of aryl amides.
Photochemical reactivity of 1-substituted-1-aza-1,4-dienes promoted by electron-acceptor sensitizers. Di-π-methane rearrangements and alternative reactions via radical-cation intermediates
Armesto, Diego,Ortiz, Maria J.,Agarrabeitia, Antonia R.,Aparicio-Lara, Santiago,Martin-Fontecha, Mar,Liras, Marta,Martinez-Alcazar, M. Paz
, p. 9397 - 9405 (2007/10/03)
Irradiation of a series of β,γ-unsaturated imines, oxime acetates, and oxime methyl ethers, using 9,10-dicyanoanthrathene (DCA) or dicyanodurene (DCD) as electron acceptor sensitizers, affords the corresponding cyclopropanes resulting from 1-aza-di-π-methane rearrangements via radical cations. In some cases, alternative reactions of these intermediates occur to yield nitriles, dihydroquinolines, dihydronaphthalene derivatives, and cycloaddition products. Some of these products result from reactions via alkene radical-cation intermediates while others arise by pathways involving imine radical-cation intermediates. The yields of products formed in these processes were significantly higher when DCD was used as electron-acceptor sensitizer instead of DCA.
Chemically Efficient Aza-Di-?-Methane Photoreactivity with Novel Stable Derivatives of β,γ-Unsaturated Carbonyl Compounds
Armesto, Diego,Horspool, William M.,Mancheno, Maria J.,Ortiz, Maria J.
, p. 2325 - 2330 (2007/10/02)
The syntheses of new stable derivatives of β,γ-unsaturated carbonyl compounds such as 2,2-dimethyl-4,4-diphenylbut-3-enal 6 and 3,3-dimethyl-5,5-diphenylpent-4-en-2-one 7 are described.The majority of these derivatives undergo efficient aza-di-?-methane r
Studies on the Scope of the aza-di-?-methane Rearrangement of β,γ-Unsaturated Imines
Armesto, Diego,Langa, Fernando,Martin, Juan-Antonio Fernandez,Perez-Ossorio, Rafael,Horspool, William M.
, p. 743 - 746 (2007/10/02)
The syntheses of imines of 2,2,4,4-tetraphenylbut-3-enal, 3,3-dimethyl-5,5-diphenylpent-4-en-2-one, and 2,2-dimethyl-1,4,4-triphenylbut-3-en-1-one are described.The results of the irradiation of these and of 2,2-dimethyl-4,4-diphenylbut-3-enonitrile and 2