Journal of the Chemical Society. Perkin transactions II p. 432 - 440 (1980)
Update date:2022-07-31
Topics:
Furukawa, Naomichi
Morishita, Tsuyoshi
Akasaka, Takeshi
Oae, Shigeru
Some thiosulphinates with at least one proton on the carbon adjacent to the sulphenyl sulphur react with acetic anhydride containing acetic acid to afford the corresponding α-acetylthio-sulphoxides.The mechanism of this reaction was studied using thiosulphinates labelled with (2)H, (13)C, and (18)O.These tracer experiments demonstrated that the reaction proceeds via an initial Ei reaction to form the corresponding sulphenic acid ant thioaldehyde followed by recombination in which the sulphur atom of the sulphenic acid adds to the carbon atom of the thioaldehyde, eventually affording the rearranged α-acetylthio-sulphoxide.The formation of the sulphenic acid was confirmed by trapping it with methyl acrylate.The mechanism of the reaction is discussed.
View MoreChemieliva Pharmaceutical Co., Ltd.
website:http://www.chemieliva.com
Contact:+86-23-67770219
Address:99 Longhua Road, Yubei District, 401147, Chongqing, China Email: sales@chemieliva.com Tel:0086-23-67770219 Fax: 0086-23-67770220 Attn: Andy Huang
Shenyang NovPharm Technology Co., Ltd.
Contact:.+86-24-24165786
Address:Room 306, Hongjin Mansion, No. 36-1, Wanliutang Rd., Shenhe District, Shenyang, Liaoning, P.R.C.
website:http://www.uvchemkeys.com
Contact:0086-021-58785816
Address:RM2607 Building No.1 Guosheng, Lane 388, Zhongjiang Road, Putuo District, Shanghai 200062 China
Nanjing Ruizhi Industry & Technologh Co.，Ltd.
Contact:+86-25-86808110
Address:441-4-A5,NO.12 Longzang Avenue,Yuhuatai District,210039,Nanjing
Beijing Mediking Biopharm Co., Ltd.
Contact:+86-10-89753524/81760121/81769521
Address:Hongxianghong Incubator, Beiqijia Town, Changping district, Beijing, China
Doi:10.1016/S0040-4039(00)71410-9
(1980)Doi:10.1021/jo00924a022
(1974)Doi:10.1248/cpb.34.893
(1986)Doi:10.1021/acs.joc.5b00456
(2015)Doi:10.1039/c2ob26194d
(2012)Doi:10.1246/cl.2003.360
(2003)
