BF3·OEt2-promoted concise synthesis of difluoroboron-derivatized curcumins from aldehydes and 2,4-pentanedione
摘要:
A concise and one-pot cascade method has been developed to achieve the synthesis of difluoroboron-derivatized curcumins (BF2C). Treatment of 2,4-pentanedione with BF3 center dot OEt2, followed by condensation with aldehydes in the presence of tributyl borate and butylamine at 65 degrees C in toluene furnished the corresponding symmetric (s-BF2C) and unsymmetric difluoroboron-derivatized curcumins (us-BF2C) in good (60-99%) and moderate yields (23-42%) within 6-12 h, respectively. (c) 2013 Elsevier Ltd. All rights reserved.
One- and two-photon absorption by the borondifluoride complex of a meta-linked biscurcuminoid provides NIR fluorescence emission with high brightnesses in the solid state.