244103-30-8Relevant academic research and scientific papers
Lewis Acid Catalyzed Reductive Cyclization of 2-Aryloxybenzaldehydes and 2-(Arylthio)benzaldehydes to Unsubstituted 9H-Xanthenes and Thioxanthenes in Diisopropyl Ether
Verma, Shashi Kant,Prajapati, Anamika,Saini, Manoj Kumar,Basak, Ashok K.
supporting information, p. 532 - 539 (2020/11/30)
Readily accessible 2-aryloxybenzaldehydes and 2-(arylthio)benzaldehydes undergo a sequence of reactions leading to a wide variety of unsubstituted 9H-xanthenes and thioxanthenes in high yields when heated with a Lewis acid in diisopropyl ether. This reductive cyclization method is compatible with several important functional groups. The method is also applicable for the selective reductive cyclization of the more electron-rich aryl ring of a 2,6-bis(aryloxy)benzaldehyde. The key feature of this transformation is the chemoselective reduction of a transient xanthylium ion in the presence of aldehydic group via intermolecular hydride transfer from diisopropyl ether (solvent). (Figure presented.).
Formation and Disproportionation of Xanthenols to Xanthenes and Xanthones and Their Use in Synthesis
Shi, Zeyu,Chen, Si,Xiao, Qiong,Yin, Dali
, p. 3334 - 3343 (2021/02/05)
A facile and versatile strategy employing TiCl4-mediated cyclization followed by a Cannizzaro reaction has been developed for the synthesis of various xanthene derivatives. The reaction proceeded smoothly to afford both xanthenes/xanthones or their sulfur derivatives and tolerated a wide range of electronically diverse substrates. Using this methodology, pranoprofen was synthesized in three steps in 59% overall yield from commercially available starting materials.
A new synthetic route to unsymmetrical 9-arylxanthenes
Das, Sajal Kumar,Singh, Ritesh,Panda, Gautam
scheme or table, p. 4757 - 4761 (2010/02/28)
A. facile and general three-step synthetic route towards unsymmetrical 9-arylxanthenes was developed. The reaction sequence involves nucleophilic substitution of commercially available 2-fluorobenzaldehydes with arenoxides, Grignard reaction of the resulting 2-arenoxybenzaldehydes with arylmagnesium bromides, followed by FeCl3-catalyzed intramolecular diarylmethylation of the resulting carbinols, This strategy was extended to access symmetrical as well as unsymmetrical 9-arylthioxanthenes.
Chiral sulfideoxathiane ligands for palladium-catalyzed asymmetric allylic alkylation
Okuyama, Yuko,Nakano, Hiroto,Saito, Yuka,Takahashi, Kouichi,Hongo, Hiroshi
, p. 2551 - 2557 (2007/10/03)
Easily prepared, chiral sulfideoxathiane ligands are described, which give excellent enantioselectivities (up to 99% ee) in the Pd-catalyzed allylic alkylation of 1,3-diphenyl-2-propenyl acetate with a range of alkyl malonate nucleophiles.
A concise synthesis of ortho-substituted aryl-acrylamides - Potent activators of soluble guanylyl cyclase
Zhang, Henry Q.,Xia, Zhiren,Kolasa, Teodozyj,Dinges, Jurgen
, p. 8661 - 8663 (2007/10/03)
Horner-Emmons reaction of phosphonate amides with aldehydes leads to generation of o-substituted aryl-acrylamides. These compounds have been shown to be useful to quickly establish structure-activity relationships (SAR) for soluble guanylyl cyclase (sGC)
Carboxylic acids and acylsulfonamides, compositions containing such compounds and methods of treatment
-
, (2008/06/13)
Compounds of formula I: as well as pharmaceutically acceptable salts, hydrates and esters thereof, are disclosed. The compounds are useful for treating or preventing prostaglandin mediated diseases. Pharmaceutical compositions containing such compounds and methods of treatment are also included.
Structure-activity relationship of cinnamic acylsulfonamide analogues on the human EP3 prostanoid receptor
Juteau, Helene,Gareau, Yves,Labelle, Marc,Sturino, Claudio F.,Sawyer, Nicole,Tremblay, Nathalie,Lamontagne, Sonia,Carriere, Marie-Claude,Denis, Danielle,Metters, Kathleen M.
, p. 1977 - 1984 (2007/10/03)
Potent and selective antagonists of the human EP3 receptor have been identified. The structure-activity relationship of the chemical series was conducted and we found several analogues displaying sub-nanomolar Ki values at the EP3 receptor and micromolar activities at the EP1, EP2 and EP4 receptors. The effect of added human serum albumin (HSA) on the binding affinity at the EP3 receptor was also investigated.
