REACTIONS OF 1,3-DITHIOLANE 1,3-DIOXIDES WITH NUCLEOPHILES

被引:3
作者
CHOU, WC [1 ]
YANG, SA [1 ]
FANG, JM [1 ]
机构
[1] NATL TAIWAN UNIV,DEPT CHEM,TAIPEI 10617,TAIWAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 05期
关键词
D O I
10.1039/p19940000603
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of benzenethiol with the 1,3-dithiolane 1,3-dioxides 3a-f gave the 1,4-dithiane 1-oxides 4-5, the alpha,beta-unsaturated sulfoxides 6-9, the ring-opening products 10-11 and various reduction products. Addition of benzenethiol, malononitrile, diethyl malonate or 2-mercapto-4,5-dihydrothiazole to the double bonds of the 2-alkenyl-1,3-dithiolane 1,3-dioxides 3g-h was performed with methylmagnesium chloride in methanol. Addition of methanol or an allyl group to the dioxide 3h occurred regioselectively to give the 1,3-dithiolane 1-oxide 19 or the 1.3-dithiolane 20.
引用
收藏
页码:603 / 609
页数:7
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