1339031-06-9Relevant academic research and scientific papers
Efficient access to novel hexahydro-chromene and tetrahydro-pyrano[2,3-d] pyrimidine-annulated benzo-δ-sultones via a domino Kno?evenagel- hetero-Diels-Alder reaction in water
Ghandi, Mehdi,Mohammadimehr, Elham,Sadeghzadeh, Masoud,Bozcheloei, Abolfazl Hasani
experimental part, p. 8484 - 8491 (2011/11/12)
An efficient catalyst-free, diastereosective synthesis of novel hexahydro-chromene and tetrahydro-pyrano[2,3-d]pyrimidine-annulated benzo-δ-sultones is described. A number of 2-formyl-4-phenyl (E)-2-phenylethenesulfonates were synthesized and underwent a one-pot domino Kno?evenagel-hetero-Diels-Alder reaction, respectively, with dimedone and N,N-dimethylbarbituric acid in water, affording the desired products in moderate to excellent yields.
Solvent-dependent reactions for the synthesis of β-keto-benzo-δ- sultone scaffolds via DBU-catalyzed o-sulfonylation/intramolecular Baylis-Hillman/1,3-H shift or dehydration tandem sequences
Ghandi, Mehdi,Bozcheloei, Abolfazl Hasani,Nazari, Seyed Hadi,Sadeghzadeh, Masoud
experimental part, p. 9975 - 9982 (2012/01/15)
We have developed a solvent-dependent method for the synthesis of novel benzo-δ-sultone scaffolds. A variety of benzylbenzo[e][1,2]oxathiin-4(3H)- one-2,2-dioxides were obtained in high yields in DMF using a one-pot, DBU-catalyzed condensation of 2-hydroxybenzaldehydes with a number of (E)-2-phenylethenesulfonyl chlorides. On the other hand, the initially prepared 2-formylphenyl-(E)-2-phenylethenesulfonate derivatives underwent DBU-catalyzed reactions to a series of 3-[methoxy-(phenyl)methyl]benzo[e][1,2]oxathiine-2,2- dioxides in moderate to good yields in MeOH. These reactions presumably proceed via DBU-catalyzed O-sulfonylation/intramolecular Baylis-Hillman/1,3-H shift or dehydration tandem sequences, respectively (Figure presented).
