Regioselective synthesis of 1,3-thiazines by sequential 4-oxothiazolidine to 1,2-dithiole to 1,3-thiazine transformations: role of intramolecular non-bonded S...O interactions
Type of content
Journal Article
UC permalink
Publisher's DOI/URI
Thesis discipline
Degree name
Publisher
University of Canterbury. Chemistry.
Journal Title
Journal ISSN
Volume Title
Language
Date
2007
Authors
Rašović, A.
Steel, P.J.
Kleinpeter, E.
Marković, R.
Abstract
A new synthetic approach to 2,3-dihydro-4H-1,3-thiazine derivatives based upon reductive rearrangement of 1,2-dithiole-3-ylidene thiones has been developed. In turn, the 1,2-dithiole derivatives were prepared by an efficient ring-opening–closing process of 2-alkylidene-4-oxothiazolidines, induced in the presence of Lawesson's reagent by intramolecular non-bonded 1,5-type S...O interactions in the 4-oxothiazolidine precursors.
Description
Citation
Rašović, A., Steel, P.J., Kleinpeter, E., Marković, R. (2007) Regioselective synthesis of 1,3-thiazines by sequential 4-oxothiazolidine to 1,2-dithiole to 1,3-thiazine transformations: role of intramolecular non-bonded S...O interactions. Tetrahedron, 63(9), pp. 1937-1945.
Keywords
thiazolidines, 1,2-dithioles, 1,3-thiazines, rearrangement, non-bonded S...O interaction