Journal of the Chemical Society. Perkin transactions I p. 195 - 204 (1986)
Update date:2022-08-03
Topics:
Ager, David J.
α-Phenylthiosilanes (2) have been prepared by alkylation of the anion (4) derived from the 1-phenylthio-1-trimethylsilylalkane (1).These anions (4) have benn prepared by a variety of methods including, direct deprotonation of (1), displacement of a phenylthio group by lithium naphthalenide addition of an alkyl-lithium to 1-phenylthio-1-trimethylsilylethene (7), and transmetallation of a tributylstannyl moiety.The formation of an alkyl-lithium by reaction of lithium naphthalenide with a phenyl sulphide provided an additional route to (2) from bis(phenylthio)acetals (8).An alternative path to the α-phenylthiosilanes (2) was to reduce the corresponding α-phenylsulphonylsilane (15); these, in turn, being readily available from alkylation or silylation of α-sulphonyl anions.The α-phenylthiosilanes (2) were converted into the O-trimethylsilylphenylthioacetal (18) by the sila-Pummerer rearrangement, although this was complicated by vinyl sulphide (20) formation in certain cases.Subsequent hydrolysis of (18) and (20) gave the ketone (3).
View MoreContact:+86 021-51698675
Address:1701, Jielong Plaza, No.618 Pingliang Rd, ShangHai,China
Contact:1-858-6993322
Address:9883 Pacific Heights Blvd., Suite H, San Diego
Shandong Jincheng Zhonghua Bio-pharmaceutical Co.,Ltd
Contact:+86-533-5415882
Address:Zichuan Economic Development Zone,Zibo City,Shandong Province,China
Twin International Co., Limited
Contact:+86-21-80309280
Address:No.345 Jinxiang Road, Jinqiao Export Processing Zone
website:http://www.sagechem.com
Contact:+86-571-86818502
Address:Room C1301, New Youth Plaza, 8 Jia Shan Road, Hangzhou, China
Doi:10.1039/P29870000469
(1987)Doi:10.1080/00945719708000162
(1997)Doi:10.1016/S0960-894X(97)10071-3
(1997)Doi:10.1021/ja972272g
(1997)Doi:10.1016/j.ejmech.2015.09.036
(2015)Doi:10.1071/CH05175
(2005)
