7031-95-0Relevant articles and documents
Oxidative Annulation of 3-Aryl-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxides with Aryl Aldehydes: An Easy Access to Hydroxyisoindolo[1,2-b] benzothiadiazinedioxide Scaffolds
Kumar, G. Ravi,Banik, Swarnayu,Ramesh, Boora,Sridhar, Balasubramanian,Venkata Subba Reddy, Basireddy
, p. 923 - 931 (2020)
A novel and efficient approach has been developed for the synthesis of a diverse range of hydroxyisoindolo[1,2-b]benzothiadiazinedioxide derivatives through a sequential palladium catalyzed cross-dehydrogenative coupling (CDC) and intramolecular cyclizati
S-(Diethyl phosphonodifluoromethyl)Benzenesulfonothioate: A New Reagent for the Synthesis of SCF2PO(OEt)2-containing Molecules
Petit-Cancelier, Fabien,Fran?ois, Benjamin,Pannecoucke, Xavier,Couve-Bonnaire, Samuel,Besset, Tatiana
, p. 760 - 764 (2020)
In this manuscript, the synthesis of an original SCF2PO(OEt)2-containing reagent was depicted. Thanks to the unique properties of this newly-designed source, an unprecedented transformation with aldehydes was conducted under radical
The regioselective coupling of 2-arylquinazolinone C-H with aldehydes and benzyl alcohols under oxidative conditions
Kshirsagar, Umesh A.,Waghmare, Deepali S.,Tambe, Shrikant D.
, p. 16697 - 16701 (2020)
The direct and regioselective palladium-catalyzed dehydrogenative coupling of aldehydes and benzyl alcohols with 2-aryl-quinazolinone C-H endowed with a quinazolinone nucleus, which is one of the most fascinating and vital core units, as an inherent directing group under oxidative conditions was developed. This atom/step economic aroylation offers an attractive handle and a very green approach for highly convergent and diversity-oriented synthetic modifications and the construction of vital molecules of therapeutic interest. This journal is
Palladium-catalyzed late-stage mono-aroylation of the fully substituted pyrazoles via aromatic C–H bond activation
Chen, Miao-Miao,Shao, Ling-Yan,Lun, Li-Jun,Wu, Yu-Liang,Fu, Xiao-Pan,Ji, Ya-Fei
, p. 702 - 706 (2019)
The palladium-catalyzed late-stage aroylation of 4-methyl-1,5-diaryl-1H-pyrazole-3-carboxylates has been developed via direct and exclusive mono-Csp2–H bond activation with broad substrate scope and good functional group tolerance. A dual-core
Synthesis of Fused Pyran Derivatives via Visible-Light-Induced Cascade Cyclization of 1,7-Enynes with Acyl Chlorides
Li, Chen-Guang,Xu, Guo-Qiang,Xu, Peng-Fei
, p. 512 - 515 (2017)
A photocatalytic cascade cyclization of 1,7-enynes with acyl chlorides has been established. This method offers an operationally simple access to diverse fused pyran derivatives with a broad substrate scope in high yields from simple acyl chlorides via an acyl radical intermediate.
Visible-light-promoted catalyst-/additive-free synthesis of aroylated heterocycles in a sustainable solvent
Zeng, Fan-Lin,Xie, Kun-Chen,Liu, Yu-Ting,Wang, He,Yin, Peng-Cheng,Qu, Ling-Bo,Chen, Xiao-Lan,Yu, Bing
, p. 1732 - 1737 (2022/03/07)
A general visible-light-induced catalyst-/additive-free strategy was developed for the construction of various aroylated heterocycles (55 examples, up to 95% yield, including modification of pharmaceuticals and natural products) such as thioflavones, benzimidazo[2,1-a]isoquinolin-6(5H)-ones, indolo[2,1-a]isoquinolin-6(5H)ones, quaternary 3,3-dialkyl 2-oxindoles, quinoxalin-2(1H)-ones, and benzo[e][1,2,3]oxathiazine 2,2-dioxides in a green solvent (dimethyl carbonate) under air and room temperature conditions. This practical acylation process was achieved using 4-acyl-1,4-dihydropyridines (acyl-DHPs) as acylating reagents under mild conditions, avoiding the use of catalysts, bases, additional oxidants, and traditional organic solvents. This journal is
Photocatalytic synthesis of tetra-substituted furans promoted by carbon dioxide
K?nig, Burkhard,Ritu,Tian, Ya-Ming,Wang, Huaiju
, p. 241 - 246 (2022/01/06)
We report a simple protocol for the transition metal-free, visible-light-driven conversion of 1,3-diketones to tetra-substituted furan skeleton compounds in carbon dioxide (CO2) atmosphere under mild conditions. It was found that CO2could be incorporated at the diketone enolic OH position, which was key to enabling the cleavage of a C-O bond during the rearrangement of a cyclopropane intermediate. This method allows for the same-pot construction of two isomers of the high-value tetra-substituted furan scaffold. The synthetic scope and preliminary mechanistic investigations are presented.
N-Heterocyclic Carbene-Photocatalyzed Tricomponent Regioselective 1,2-Diacylation of Alkenes Illuminates the Mechanistic Details of the Electron Donor-Acceptor Complex-Mediated Radical Relay Processes
Jin, Shengfei,Sui, Xianwei,Haug, Graham C.,Nguyen, Viet D.,Dang, Hang T.,Arman, Hadi D.,Larionov, Oleg V.
, p. 285 - 294 (2022/01/03)
Progress in the development of photocatalytic reactions requires a detailed understanding of the mechanisms underpinning the observed reactivity, yet mechanistic details of many photocatalytic systems, especially those that involve electron donor-acceptor complexes, have remained elusive. We report herein the development and a combined mechanistic and computational study of photocatalytic alkene 1,2-diacylation that enables a regioselective installation of two different acyl groups, establishing direct, tricomponent access to 1,4-diketones, key intermediates in heterocyclic and medicinal chemistry. The studies revealed the central role of the electron donor-acceptor complex formed from an N-heterocyclic carbene (NHC) catalyst-derived intermediate and an acyl transfer reagent, providing a detailed description of the structural and electronic factors determining the characteristics of the photoinduced charge-transfer process that mediates photocatalytic transformation. The in-depth investigation also illuminated the roles of other radical intermediates and electron donors relevant to the catalytic activities of N-heterocyclic carbenes in radical reactions.
