Reactions of 1,3-dithiolane 1,3-dioxides with nucleophiles
Resource
Journal of the Chemical Society, Perkin Transactions 1, 1994: 603-609
Journal
Journal of the Chemical Society, Perkin Transactions 1
Journal Issue
5
Pages
603-609
Date Issued
1994
Author(s)
Abstract
Reaction of benzenethiol with the 1,3-dithiolane 1,3-dioxides 3a-f gave the 1,4-dithiane 1-oxides 4-5, the α,α-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.
SDGs
Type
journal article