Phosphine-catalyzed [3+2] cycloaddition of Morita—Baylis—Hillman carbonates to isothiocyanates in the synthesis of adamantane-containing trisubstituted aminothiophenes

Photocatalytic iodosulfonylation of internal alkynes under green conditions

“…All products were characterized by 1 H, 13 C NMR and FT-IR spectroscopy. It was found that the formation of products proceeds regio-and stereoselectively to form (E)-alkenes.…”

“…It was found that the formation of products proceeds regio-and stereoselectively to form (E)-alkenes. Configurations of β-iodovinyl sulfones 5a-e were established using 1 H-1 H NOESY and COSY and 1 H- 13 C HSQC and HMBC NMR spectroscopy.…”

“…Methods for creating carbon-heteroatom bonds, including C-S bonds, are in high demand in modern organic chemistry. [1][2][3][4][5][6][7][8][9][10] Sulfur-containing compounds are widely used as catalysts, 11,12 reagents and synthetic intermediates, [13][14][15][16][17][18][19] as well as for the preparation of biologically active compounds 20 and functional materials. 21,22 One important class of organosulfur compounds are sulfones, especially vinyl sulfones (Scheme 1).…”

“…Methods for creating carbon–heteroatom bonds, including C–S bonds, are in high demand in modern organic chemistry. 1–10 Sulfur-containing compounds are widely used as catalysts, 11,12 reagents and synthetic intermediates, 13–19 as well as for the preparation of biologically active compounds 20 and functional materials. 21,22…”

Green methodologies for the synthesis of 2-aminothiophene

“…In 2021, Zenkov et al depicted the synthesis of five 2-aminothiophene-5-aryl-substituted with adamantane ( 66a – e ) as shown in Fig. 27 (Zenkov et al 2021 ). The synthesis consisted in a Morita–Baylis–Hillman reaction in the presence of methyl acrylate and corresponding aldehyde 62a – e with DABCO in methanol at room temperature for 72 h to afford 63a – e in 35–79% yields after purification by flash chromatography.…”