Intramolecular Diels-Alder reactions of sulfur-substituted dienes via 3-sulfolenes

Organometallic Approaches to Carbon–Sulfur Bond Formation

“…As such, the formation and further functionalization of C-S bonds have received considerable attention. Sulfides, thiols, and their oxidized derivatives are also widely utilized in a number of synthetic transformations, ranging from Diels-Alder cycloadditions [6,7] to sigmatropic rearrangements [8], act as acyl anion equivalents [9] and are used in the synthesis of olefins [10]. The use of organometallic reagents for the catalytic formation of C-S bonds remains scarce compared to methods to form C-O and C-N bonds.…”

Crystal and molecular structure of 21-thia-5,20-diphenyl-10,15-bis(p-nitrophenyl)-porphyrin and 21,23-dithiatetraphenylporphyrin. The influence of sulfur on the .pi.-delocalization pattern

“…The series of sulfur-containing porphyrins, 1-4, constitute a group where the core size is systematically varied. The monothiaporphyrins 1 have been extensively studied as ligands and are capable of binding metal ions with coordination numbers of 4,5, and 6.1-6 In these, the thiophene ring binds the metal ion through a pyramidal sulfur atom.…”

Synthesis and Applications of Tetrahydro-2-pyridinones via aza-Diels-Alder Reactions of Thio-substituted 1,3-Dienes with Arylsulfonyl Isocyanates

“…Furthermore, the presence of sodium bicarbonate increased the yield (compare entry 2 with 3, 5 and 7, 9 with 10). Under similar conditions, 3-sulfolene 1b 16 and 1c 22 reacted with PTSI to give the cyclized products 3d and 3e in 81% and 70% yield, respectively (entries 10 and 11). The cycloaddition reactions of bis(phenylthio)-substituted 3-sulfolene 1d 21,23 with arylsulfonyl isocyanates were similar to those of 1a, but required higher temperatures (entries [12][13][14][15].…”