ChemInform Abstract: REACTIONS WITH CHROMONE‐3‐SULFINIC ACID

Abstract

Die Sulfinsäure (I) reagiert mit Acetanhydrid/Eisessig unter Disproportionierung zu einem Gemisch der Sulfonsäure (II) und des Thiosulfonsäureesters (III).

Synthesis of 3-Allylchromones, Homoisoflavones and Bischromones from (E)-1-(2-hydroxyphenyl)-3-(N,N-Dimethylamino)prop-2-en-1-One

“…11 Compound 7 has been utilised in the synthesis of 3,3p-bichromone by anodic oxidation in the presence of Et 4 N + ClO 4 − in acetonitrile 12 or by using POCl 3 followed by oxidation, 13 3-acetylchromone, 14 3-bromochromone, 10,15 chromone-3-sulfinic acid. 16 Compound 7 has also been used for the synthesis of 5-(2-hydroxyphenyl)isoxazole, which was utilised for the synthesis of 2-aminochromone. 17 In an attempt to utilise this versatile reagent 7 for the synthesis of 3-allylchromone, enaminone 7 was heated with 2 (R 2 = H) in DMF at 80-100 °C for 10 h. After the usual work-up and chromatographic separation, compounds 6a-c were obtained with improved yield (40-45%).…”