TY - JOUR
AU - Klimochkin, Yuri N.
AB - [graphic not available: see fulltext]Three-component condensation of in situ generated pyridinium acyl methylides with aromatic aldehydes and 4-hydroxythiocoumarin led to a series of 2-acyl-2,3-dihydro-4H-thiochromeno[4,3-b]furan-4-ones. The reaction proceeds diastereoselectively with the formation of trans-isomers and represents a cascade process involving the Knoevenagel condensation, carbo-Michael reaction, and intramolecular nucleophilic substitution. The subsequent redox rearrangement of 2-acyl-2,3-dihydro-4H-thiochromeno[4,3-b]furan-4-ones by the action of Zn and ZrCl4 grants access to 4H,5H-thiochromeno[4,3-b]pyran-5-ones.
TI - Three-component synthesis of 2-acyl-2,3-dihydro-4H-thiochromeno[4,3-b]furan-4-ones and their reductive rearrangement into 4H,5H-thiochromeno[4,3-b]pyran-5-ones
JF - Chemistry of Heterocyclic Compounds
DO - 10.1007/s10593-021-02944-0
DA - 2021-06-04
UR - https://www.deepdyve.com/lp/springer-journals/three-component-synthesis-of-2-acyl-2-3-dihydro-4h-thiochromeno-4-3-b-asGEE2mZmJ
SP - 568
EP - 573
VL - 57
IS - 5
DP - DeepDyve
ER -