68823-24-5Relevant articles and documents
Novel 1,4-Dipolar Cycloaddition Reactions of 6-Oxo-6H-1,3-oxazin-3-ium-4-olates and of a 6-Oxo-6H-1,3-thiazin-3-ium-4-olate to Ketene Derivatives and Enamines
Gotthardt, Hans,Flosbach, Carmen
, p. 951 - 960 (2007/10/02)
The reactions of the ketene derivatives 4, 7, and 9 as well as of the enamines 13 and 17 with some selected title compounds are described.In these cases either primary adducts of type 5, 14, or 20 are produced by a 1,4-dipolar cycloaddition, or subsequent eliminations proceed with formation of products of type 8, 11, 16, or 18.The 2(1H)-pyridinones 8 are formed by thermolysis of 5, whereas 15a-d are accessible on treatment of 14a-d or 20 with acid.The observed regioselectivities are compared with the results of MNDO calculations and the FMO and PMO theory.