SUBSTITUTED 1-THIA-3-AZA -1,3-BUTADIENE: DIELS-ALDER REACTION WITH METHYLACRYLATE. DETERMINATION OF ACTIVATION PARAMETERS
- 1 January 1989
- journal article
- research article
- Published by Taylor & Francis in Phosphorus, Sulfur, and Silicon and the Related Elements
- Vol. 42 (1-2) , 15-19
- https://doi.org/10.1080/10426508908054871
Abstract
2-Phenyl-4-dimethylamino-1-thia-3-azabutadiene and methylacrylate gave 5,6-dihydro-4H-1,3-thiazine by 4 + 2 cyclocondensation reaction at 55°C. The heterodienes configuration was established by X-Ray spectra. The Diels-Alder character of this reversible reaction was indicated by kinetic and thermodynamic parameters determined by 1H N.M.R.Keywords
This publication has 8 references indexed in Scilit:
- Mechanism of the Diels-Alder reaction: reactions of butadiene with ethylene and cyanoethylenesJournal of the American Chemical Society, 1986
- Des 6H-thiazines-1,3 aux céphèmes par cyclocondensationCanadian Journal of Chemistry, 1986
- Diels-alder cycloaddition reactions of cyclopropenone ketalsTetrahedron, 1986
- Mechanism of the Diels-Alder reaction. Studies of the addition of maleic anhydride to furan and methylfuransJournal of the American Chemical Society, 1984
- A Diels-Alder route to pyridone and piperidone derivativesJournal of the American Chemical Society, 1982
- Mechanistic Aspects of Diels‐Alder Reactions: A Critical SurveyAngewandte Chemie International Edition in English, 1980
- Vicinal C,H spin coupling in substituted alkenes. Stereochemical significance and structural effectsMagnetic Resonance in Chemistry, 1975
- Total synthesis of β-lactam antibiotics V. (±)-3′-Methyl-cephalothinTetrahedron Letters, 1974