Helvetica Chimica Acta p. 1251 - 1257 (1993)
Update date:2022-08-25
Topics:
Kowalewski, Ronald
Margaretha, Paul
Oxidation of 2H,6H-thiin-3-ones 1a-c with 3-chloroperbenzoic acid affords the corresponding 1-oxides 2a-c.On irradiation (350 nm) in either benzene or MeCN, these cyclic sulfoxides 2 isomerize to 3H,7H-1,2-oxathiepin-4-ones 3.The tetramethyl derivative 3a is isolated by flash chromatography at -10 deg C, but at higher temperatures, it undergoes ring contraction and H2O elimination to give 4,4-dimethyl-2-(2-methylprop-2-enylidene)thietan-3-one (4).Dimethyloxathiepinones 3b and 3c undergo ring contraction in MeOH to afford 1-(4-methylthiophen-2-yl)ethanone (5) and two diastereoisomeric 4,4-dimethyl-2-methoxy-2-(1-methoxyethyl)thietan-3-ones (6 and 7, respectively).
View MoreContact:+86-531-58668191 58668193 58668196 58661173
Address:No 55,Beixiaoxinzhuang West Street,Jinan City, Shandong Province
website:http://www.acrospharmatech.com
Contact:+1-3234804688
Address:Flat/RM 1502,Easey Commercial building 253-261 Hennessy Road,Wanchai,HongKong
JIANGXI ZHANGFENG CHEMICAL CO., LTD.
Contact:+86-0799-3413066
Address:Xiyuan village, Xiabu Town, Xiangdong District
QINGDAO HONG JIN CHEMICAL CO.,LTD.
website:http://www.hongjinchem.com
Contact:+86-532-83657313
Address:2ND Building, 8 Shangqing Road, Qingdao, Shandong Province, China.
Chongqing Changfeng Chemical Co., Ltd.
website:http://www.changfengchem.com
Contact:+86-23-67896333
Address:30th Floor, Longhu Ziduxingzuo Building A, 1st Branch,YuSong Rd., Yubei District, Chongqing, China
Doi:10.1016/S0040-4039(00)75788-1
(1994)Doi:10.1039/c5md00589b
(2016)Doi:10.1021/ja01118a510
(1953)Doi:10.1039/c5tc02924d
(2015)Doi:10.1016/S0040-4020(01)85152-8
(1989)Doi:10.1007/s11696-018-0659-4
(2019)