1-(2, 5-Dichlorophenyl)-2, 2-bis (methylsulfanyl) vinyl Esters as Highly Efficient Chemoselective Acylating Reagents
I Degani, S Dughera, R Fochi, E Serra
Index: Degani; Dughera; Fochi; Serra Synthesis, 1999 , # 7 p. 1200 - 1208
Full Text: HTML
Citation Number: 9
Abstract
Abstract: 1-(2, 5-Dichlorophenyl)-2, 2-bis (methylsulfanyl) vinyl esters 4f–k were prepared in yields usually greater than 90%, by reacting acyl chlorides with 1-(2, 5-dichlorophenyl)-2, 2- bis (methylsulfanyl) ethanone enolate. These esters were demonstrated to be excellent chemoselective reagents for the acylation of amines, alcohols, thiols, pyrrole and indole. From all the acylation reactions the dimethyl a-oxo dithioacetal 2d, recyclable for the ...
Related Articles:
Diphosphorus tetraiodide as a new mild condensing agent for the synthesis of amides.
[Suzuki, Hitomi; Tsuji, Junko; Sato, Naofumi; Osuka, Atsuhiro Chemistry Letters, 1983 , p. 449 - 452]
2-Arylallyl as a new protecting group for amines, amides and alcohols
[Barluenga, Jose; Fananas, Francisco J.; Sanz, Roberto; Marcos, Cesar; Ignacio, Jose M. Chemical Communications, 2005 , # 7 p. 933 - 935]
An improved modification of Ritter reaction
[Martinez, A. Garcia; Alvarez, A. Martinez; Vilar, E. Teso; Fraile, A. Garcia; Hanack, M.; Subramanian, L. R. Tetrahedron Letters, 1989 , vol. 30, # 5 p. 581 - 582]
[Shibahara, Fumitoshi; Suenami, Aiko; Yoshida, Atsunori; Murai, Toshiaki Chemical Communications, 2007 , # 23 p. 2354 - 2356]
2-Arylallyl as a new protecting group for amines, amides and alcohols
[Barluenga, Jose; Fananas, Francisco J.; Sanz, Roberto; Marcos, Cesar; Ignacio, Jose M. Chemical Communications, 2005 , # 7 p. 933 - 935]