A new domino-Knoevenagel–hetero-Diels–Alder reaction

✍ Scribed by Vasyl S. Matiychuk; Roman B. Lesyk; Mykola D. Obushak; Andrzej Gzella; Dmytro V. Atamanyuk; Yuri V. Ostapiuk; Anna P. Kryshchyshyn

• Publisher: Elsevier Science
• Year: 2008
• Tongue: French
• Weight: 246 KB
• Volume: 49
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.05.062

✦ Synopsis

Various novel 3,5a,6,11b-tetrahydro-2H,5H-chromeno[4 0 ,3 0 :4,5]thiopyrano [2,3-d][1,3]thiazol-2-ones were synthesized in 60-80% yields via domino-Knoevenagel-hetero-Diels-Alder reactions of 4-thioxo-1,3thiazolidin-2-one with 3,7-dimethyl-6-octenal, 2-allyloxybenzaldehydes and 2-formylphenyl (E)-3aryl-2-propenoates with base catalysis. The possibility of stereo-and regioselective cycloaddition was investigated.