Journal of the Chinese Chemical Society p. 83 - 90 (2000)
Update date:2022-08-02
Topics:
Chou, Shang-Shing P.
Liang, Pi-Wei
The title compound 2 was readily prepared by MCPBA oxidation of the sulfide 1. Thermal desulfonylation of 2 gave the sulfoxide-substituted diene 3. The Diels-Alder reactions of 3 with various dienophiles gave the cyclized products 4-9 in good yields. The regiochemistry was found to be dominated by the phenylsulfinyl group, but could be reversed by the presence of a Lewis acid. Deprotonation of 2 by BuLi, followed by the reaction with alkyl halides, gave the substituted 2-sulfolenes 10. A synthetic application of 10 was demonstrated by converting 10e to the bicyclic product 11.
A.M FOOD CHEMICAL CO., LIMITED
Contact:86-531-87100375
Address:20Floor，Bblock，1Building，pharma-valley，Jinan，China
Xuzhou Tianrun Chemical Co.,Ltd
website:http://www.tianrunchem.cn
Contact:86-516-83832636
Address:fuxing road
ZhangJiaGang YaRui Chemical Co.,Ltd.
Contact:0512-58360968
Address:China JiangSu Province Zhang Jia Gang City YangShe Oriental Plaza Building 10 B307
Hangzhou LINGEBA Technology Co., Ltd.
Contact:+0086-571-87389059
Address:Office 1-913,NewYouth Plaza, GongShu Area, HangZhou,ZheJiang,P.R.China
Engineering Research Center of Pesticide, Heilongjiang Province
Contact:+86-451-86609001
Address:No.74 of Xuefu Road, Nangang District,
Doi:10.1016/j.tetlet.2011.03.014
(2011)Doi:10.1016/j.tetlet.2015.08.043
(2015)Doi:10.1016/S0040-4039(01)94789-6
(1978)Doi:10.1039/c0cc05258b
(2011)Doi:10.1007/s11172-005-0311-7
(2005)Doi:10.1039/b109343f
(2002)
