6533b7d0fe1ef96bd125abbc

RESEARCH PRODUCT

Convenient Synthesis of 3-Cinnamoyl-2-styrylchromones: Reinvestigation of the Baker-Venkataraman Rearrangement

Gregor SchnakenburgOlivia NeumannOlga N. KataevaPia KönigsSiegfried R. WaldvogelSiegfried R. Waldvogel

subject

chemistry.chemical_compoundchemistryOne pot reactionOrganic ChemistryBaker–Venkataraman rearrangementMoleculeOrganic chemistrySequence (biology)Physical and Theoretical ChemistrySolubilityCombinatorial chemistryChemical synthesisAcetophenone

description

An efficient and straightforward, one-pot sequence gives access to highly functionalized 3-cinnamoyl-2-styrylchromones in excellent yields. The low solubility of the target molecules allows convenient isolation. The formation of an α,α-dicinnamoylated acetophenone, as a consequence of a two-fold Baker-Venkataraman sequence, has to be anticipated.

https://doi.org/10.1002/ejoc.201000957