Title of article
Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions
Author/Authors
Zdravko D?ambaski، نويسنده , , ?or?e Tolji?، نويسنده , , Bojan Bond?i?، نويسنده , , Rade Markovi?، نويسنده , , Marija Baranac-Stojanovi?، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2013
Pages
7
From page
9819
To page
9825
Abstract
The reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions, using Ac2O, TFAA, SOCl2 and SOBr2 as initiators, has been examined. Almost all reactions proceeded with absolute regioselectivity yielding α-substituted sulfides or vinyl-chloro derivatives. The mechanism for the formation of the latter products was postulated and proved experimentally.
Keywords
Pummerer reaction , 2-Alkylidene-4-oxothiazolidine S-oxide , Regioselectivity , Density functional calculations
Journal title
Tetrahedron
Serial Year
2013
Journal title
Tetrahedron
Record number
1106444
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