15796-89-1Relevant articles and documents
Visible-Light-Driven Intermolecular [2+2] Cycloadditions between Coumarin-3-Carboxylates and Acrylamide Analogs
Liu, Qiang,Zhu, Fu-Ping,Jin, Xiao-Ling,Wang, Xiao-Ju,Chen, Han,Wu, Li-Zhu
, p. 10326 - 10329 (2015)
This paper reports a room temperature visible-light-driven protocol for the intermolecular [2+2] cycloadditions between coumarin-3-carboxylates and acrylamides analogs by an energy-transfer process. Using an iridium complex FIrPic as a photosensitizer and a 3W blue LED as a light source, an array of cyclobutabenzocypyranones were prepared in moderate to excellent yields.
Palladium-catalyzed picolinamide-directed coupling of C(sp2)-H and C(sp2)-H: A straightforward approach to quinolinone and pyridone scaffolds
Zhang, Dengyou,Gao, Feng,Nian, Yong,Zhou, Yu,Jiang, Hualiang,Liu, Hong
, p. 7509 - 7511 (2015)
An unprecedented palladium-catalyzed picolinamide-directed coupling of C(sp2)-H and C(sp2)-H has been developed with exclusive formation of the six-membered ring heterocyclics-quinolinone and pyridone. The method employs cyclic hypervalent iodine as oxidant and features good functional-group tolerance. Another advantage of this reaction is that sequential C-H/C-H and C-H/N-H coupling could be achieved. This journal is
Excited-State Copper Catalysis for the Synthesis of Heterocycles
Banerjee, Arghya,Bazan-Bergamino, Emmanuel A.,Frederiks, Nicoline C.,Johnson, Christopher J.,Ngai, Ming-Yu,Sarkar, Satavisha,Shah, Jagrut A.
supporting information, (2021/12/09)
Heterocycles are one of the largest groups of organic moieties with significant medicinal, chemical, and industrial applications. Herein, we report the discovery and development of visible-light-induced, synergistic excited-state copper catalysis using a combination of Cu(IPr)I as a catalyst and rac-BINAP as a ligand, which produces more than 10 distinct classes of heterocycles. The reaction tolerates a broad array of functional groups and complex molecular scaffolds, including derivatives of peptides, natural products, and marketed drugs. Preliminary mechanistic investigation suggests in situ generations of [Cu(BINAP)2]+ and [Cu(IPr)2]+ catalysts that work cooperatively under visible-light irradiation to facilitate catalytic carbo-aroylation of unactivated alkenes, affording a wide range of useful heterocycles.
Photoinduced Hydroarylation and Cyclization of Alkenes with Luminescent Platinum(II) Complexes
Cheng, Hanchao,Lam, Tsz-Lung,Liu, Yungen,Tang, Zhou,Che, Chi-Ming
, p. 1383 - 1389 (2020/11/30)
Photoinduced hydroarylation of alkenes is an appealing synthetic strategy for arene functionalization. Herein, we demonstrated that aryl radicals generated from electron-deficient aryl chlorides/bromides could be trapped by an array of terminal/internal aryl alkenes in the presence of [Pt(O^N^C^N)] under visible-light (410 nm) irradiation, affording anti-Markovnikov hydroarylated compounds in up to 95 % yield. Besides, a protocol for [Pt(O^N^C^N)]-catalyzed intramolecular photocyclization of acrylanilides to give structurally diverse 3,4-dihydroquinolinones has been developed.