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
Acridine Orange Hemi(Zinc Chloride) Salt as a Lewis Acid-Photoredox Hybrid Catalyst for the Generation of α-Carbonyl Radicals
Das, Sanju,Mandal, Tanumoy,De Sarkar, Suman
, p. 755 - 765 (2021/12/10)
A readily accessible organic-inorganic hybrid catalyst is reported for the reductive fragmentation of α-halocarbonyl compounds. The robust hybrid catalyst is a self-stabilizing combination of ZnCl2 Lewis acid and acridine orange as the photoactive organic dye. Mechanistic specifics of this hybrid catalyst have been studied in detail using both photophysical and electrochemical experiments. A systematic study enabled the discovery of the appropriate Lewis acid for the effective LUMO stabilization of α-halocarbonyl compounds and thereby lowering of reduction potential within the range of a standard organic dye. This strategy resolves the issues like dehalogenative hydrogenation or homo-coupling of alkyl radicals by guiding the photoredox cycle through an oxidative quenching pathway. The cooperativity between the photoactive organic dye and the Lewis acid counterparts empowers functionalization with a wide range of coupling partners through efficient and controlled generation of alkyl radicals and serves as an appropriate alternative to the expensive late transition metal-based photocatalysts. To demonstrate the application potential of this cooperative catalytic system, four different synthetic transformations of α-carbonyl bromides were explored with broad substrate scopes.
Silver(I)-mediated oxidation/cyclization of acrylamides with alkyl trifluoroborates
Ding, Siyi,Ren, Huaping,Zhu, Min,Ma, Qiang,Miao, Zongcheng,Li, Pengfei
supporting information, p. 593 - 600 (2020/11/19)
A mild silver-mediated oxidative cyclization of acrylamides has been developed by using alkyl trifluoroborates as radical precursors. It proceeds through a tandem radical addition/cyclization process, in which two new carbon-carbon bonds were formed. This
