138550-95-5Relevant 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.
THE VINYLATION OF ARENES WITH 1-(PHENYLTHIO)VINYLSTANNANES
Takeda, Takeshi,Kanamori, Fumio,Masuda, Mitsutoshi,Fujiwara, Tooru
, p. 5567 - 5570 (2007/10/02)
The vinylation of arenes using 1-(phenylthio)vinylstannanes proceeded in the presence of tin(IV) chloride and molecular sieves 4A to afford 1-arylalkenyl sulfides in good yields.The stereochemistry of the olefinic moiety was determined after oxidation to the corresponding sulfones and it was found that the present reaction gave the thermodynamically stable stereoisomers.
The Friedel-Crafts reaction of 1-(phenylthio)vinyl chlorides
Takeda,Kanamori,Matsusita,Fujiwara
, p. 6563 - 6566 (2007/10/02)
1-Arylalkenyl sulfides were produced in good yields by treatment of 1-(phenylthio)vinyl chlorides with arenes in the presence of aluminum chloride or ethylaluminum dichloride. The stereoselectivity indicated that the reaction is a kinetically controlled p
