39774-23-7Relevant academic research and scientific papers
Light-driven selective aerobic oxidation of (iso)quinoliniums and related heterocycles
Zhou, Meimei,Yu, Keyang,Liu, Jianxin,Shi, Weimei,Pan, Yingming,Tang, Haitao,Peng, Xiangjun,Liu, Qian,Wang, Hengshan
, p. 16246 - 16251 (2021/05/19)
Selective C1-H/C4-H carbonylation of N-methylene iminium salts, catalyzed by visible-light photoredox and oxygen in the air, has been reported. A ruthenium complex acts as a chemical switch to conduct two different reaction pathways and to afford two diff
Expeditious Synthesis of Isoquinolone Derivatives by Rhodium(I)-Catalyzed Annulation Reaction through C-C Bond Cleavage
He, Yiyi,Yuan, Chengsha,Jiang, Zeqi,Shuai, Li,Xiao, Qing
supporting information, p. 185 - 189 (2019/01/04)
A Rh(I)-catalyzed intermolecular cyclization between isocyanates and benzocyclobutenols leading to isoquinolin-1(2H)-ones through selective cleavage of a C-C bond has been realized. Exploiting the same strategy, we developed a Rh(I)-catalyzed three-component reaction of benzocyclobutenols, isonitriles, and sulfonyl azides to access isoquinolin-1(2H)-imines. These procedures provide unique and expeditious access to isoquinolone derivatives which are otherwise difficult to prepare in satisfactory yields with excellent functional-group tolerance under mild reaction conditions.
Regioselective Pd-catalyzed aerobic aza-Wacker cyclization for preparation of isoindolinones and isoquinolin-1(2 H)-ones
Yang, Guoqiang,Zhang, Wanbin
, p. 268 - 271 (2012/03/09)
A switchable regioselective intramolecular aerobic aza-Wacker cyclization catalyzed by palladium is presented. Isoindolinones or isoquinolin-1(2H)-ones could be prepared selectively from the same substrates using different catalysts. The type and steric hindrance of the ligands may be the variables most significant for regiocontrol.
Palladium-catalyzed oxidative activation of arylcyclopropanes
He, Zhi,Yudin, Andrei K.
, p. 5829 - 5832 (2007/10/03)
(Diagram presented) Palladium chloride-catalyzed intramolecular activation of electroneutral cyclopropane derivatives results in cleavage of the cyclopropane ring followed by formation of heterocyclic derivatives. Phenols, carboxylic acids, and amide groups were considered as substituents ortho to the cyclopropane ring in this catalytic activation chemistry. The regioselectivity observed in the case of amide-containing substrates was different from that of carboxylic acid-containing substrates, ruling out simple cyclopropane isomerization followed by a Wacker oxidation as the mechanistic pathway.
Regioselective synthesis of 1,4,6-trisubstituted-2-pyridinones and 2,3-disubstituted (2H)-isoquinolin-1-ones via tandem stille reaction/ heterocyclisation
Cherry, Khalil,Duchene, Alain,Thibonnet, Jerome,Parrain, Jean-Luc,Abarbri, Mohamed
, p. 2349 - 2356 (2007/10/03)
A general route to 1,4,6-trisubstituted 2-pyridinones and 2,3-disubstituted (2H)-isoquinolin-1-ones from (Z)-3-iodovinylic amides 1a-h and 2-iodo N-substituted benzamides 2a-f is described, including compounds bearing a substituent on the aromatic ring. Treatment of (Z)-β-iodovinylic amides 1a-h and 2-iodobenzamides 2a-f with various allenyltributyltin reagents in the presence of palladium acetate, triphenylphosphine and tetrabutylammonium bromide in acetonitrile provided good yields of the corresponding 1,4,6-trisubstituted 2-pyridinones 3a-k and 2,3-disubstituted (2H)-isoquinolin-1-ones 4a-i via tandem Stille reaction and 6-endo-dig azacyclisation. Georg Thieme Verlag Stuttgart.
Acyl cyanides as carbonyl heterodienophiles: Application to the synthesis off naphthols, isoquinolones, and isocoumarins
Connors, Richard
, p. 221 - 226 (2007/10/03)
Irradiation of 2-methylbenzoyl cyanide (3a) in acetonitrile solution results in the formation of its dimer, which upon loss of HCN gives rise to the cycloadduct 7a. The dimerization also proceeds efficiently with derivatives of 3a giving adducts 7b and 7c
