68243-21-0Relevant academic research and scientific papers
Pd-Catalyzed Alkenyl Thioether Synthesis from Thioesters and N-Tosylhydrazones
Ishitobi, Kota,Muto, Kei,Yamaguchi, Junichiro
, p. 11685 - 11690 (2019/12/02)
A Pd-catalyzed alkenyl thioether synthesis was achieved using thioesters and N-tosylhydrazones as starting materials. The thioester acted as an efficient "sulfur source" for catalytic C-S bond formation using N-tosylhydrazone. This method gave Z-alkenyl thioethers with high diastereoselectivity (up to 99:1 diastereomeric ratio). This transformation displayed a wide functional group tolerance and was successfully applied to the late-stage derivatization of a pharmaceutical molecule to the corresponding alkenyl thioether.
Synthesis of vinyl sulfides and vinylamines through catalytic intramolecular hydroarylation in the presence of FeCl3 and AgOTf
Eom, Dahan,Mo, Juntae,Lee, Phil Ho,Gao, Zhiming,Kim, Sunggak
, p. 533 - 540 (2013/03/13)
A synthetic method was developed for the preparation of vinyl sulfides and vinylamines from arylalkynyl phenyl sulfides and sulfonamides. Under mild conditions, a catalytic intramolecular hydroarylation reaction was carried out in the presence of FeCl3 and AgOTf (OTf = trifluoromethanesulfonate) in 1,2-dichloroethane. A variety of 1,2-dihydronaphthalenes, 2H-chromenes, and 1,2-dihydroquinolines containing a phenylsulfenyl or N-phenyl-N-tosyl group on the sp2-hybridized benzylic carbon were prepared in good to excellent yields. The present method could be extended to the preparation of dihydropyrano[2,3-g]chromenes through a twofold Fe-catalyzed hydroarylation by a selective 6-endo mode. A synthetic method was developed for the preparation of vinyl sulfides and vinylamines. Arylalkynyl phenyl sulfides and sulfonamides underwent a catalytic intramolecular hydroarylation reaction to give 1,2-dihydronaphthalenes, 2H-chromenes, and 1,2-dihydroquinolines with a phenylsulfenyl or N-phenyl-N-tosyl group on the sp2-hybridized benzylic carbon. Copyright
