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

…, MD Obushak, A Gzella, DV Atamanyuk, YV Ostapiuk…

Index: Matiychuk, Vasyl S.; Lesyk, Roman B.; Obushak, Mykola D.; Gzella, Andrzej; Atamanyuk, Dmytro V.; Ostapiuk, Yuri V.; Kryshchyshyn, Anna P. Tetrahedron Letters, 2008 , vol. 49, # 31 p. 4648 - 4651

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Citation Number: 49

Abstract

Various novel 3, 5a, 6, 11b-tetrahydro-2H, 5H-chromeno [4′, 3′: 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, 3-thiazolidin-2-one with 3, 7-dimethyl-6-octenal, 2- allyloxybenzaldehydes and 2-formylphenyl (E)-3-aryl-2-propenoates with base catalysis. The possibility of stereo-and regioselective cycloaddition was investigated.