Journal of Organic Chemistry p. 5683 - 5689 (1993)
Update date:2022-08-05
Topics:
Pirrung, Michael C.
Rowley, Elizabeth G.
Holmes, Christopher P.
New methodology for the preparation of 2-fluoroacrylates has been developed on the basis of the reagent 3,3-bis(methylthio)-2-fluoropropenal.This highly-functionalized aldehyde is prepared by the condensation of carbon disulfide with fluoroacetonitrile followed by reduction of the nitrile.It is subjected to nucleophilic addition with organometallic reagents and enolates to yield allylic alcohol products that can be rearranged under acidic conditions to (Z)-2-fluoroacrylate thioesters.Other desired fluoroacrylates are also available via conventional fluorinated Horner-Wadsworth-Emmons or Reformatsky reagents.
View MoreContact:Tel: +86-25-58353800
Address:23 Lijing Road, Nanjing Hi-Tech Zone, Nanjing, Jiangsu, China, 210061
Contact:+86-13666670345
Address:Agricultural Development Zone, Haining, Jiaxing, Zhejiang
shanghai hekang chemical co.ltd
Contact:021-54173790
Address:328 WuHe Road, Building #A, 2nd Floor, Minhang, Shanghai 201109, China
Nanjing Capatue Chemical Co., Ltd
Contact:+86-25-86371192 +86-025-85720158
Address:No.20 Jiangjun Avenue, Jiangning Economic & Technical Development Zone
YingYing Pharmaceutical Co.,Ltd
Contact:86-18854126208
Address:55#, yingxiongshan road
Doi:10.1021/ja00074a002
(1993)Doi:10.1016/0223-5234(93)90006-Z
(1993)Doi:10.1021/ol403340j
(2014)Doi:10.1002/chem.202001259
(2020)Doi:10.1016/j.tet.2003.10.096
(2004)Doi:10.1039/c3dt52648h
(2014)