Arylidene Pyruvic Acids Motif in the Synthesis of New 2H,5H-Chromeno[4 ',3 ':4,5]thiopyrano[2,3-d]thiazoles via Tandem Hetero-Diels-Alder-Hemiacetal Reaction

作者：Lozynskyi Andrii; Zimenkovsky Borys; Gzella Andrzej K; Lesyk Roman^*

来源：Synthetic Communications, 2015, 45(19): 2266-2270.

DOI：10.1080/00397911.2015.1076004

• Hetero-Diels-Alder reaction
• tandem reactions
• thiopyrano[2,3-d][1,3]thiazoles
• 5-ylidene-4-thioxo-2-thiazolidinones

We have developed a tandem hetero-Diels-Alder-hemiacetal reaction using arylidene pyruvic acids with 5-(ortho-hydroxybenzylidene)-substituted 4-thioxo-2-thiazolidinones, leading to 6-hydroxy-2-oxo-5-phenyl-3,5a,6,11b-tetrahydro-2H,5H-chromeno[4,3:4,5]thiopyrano[2,3-d][1,3]thiazole-6-carboxylic acids. The stereochemistry of cycloaddition was confirmed by NMR spectra and a single-crystal x-ray diffraction analysis.

• 出版日期2015