Unprecedented reactivity pattern of chromium fischer carbene complexes. Direct application to one-pot synthesis of 4-aryl-3,4-dihydrocoumarins on a multigram scale.
[reaction: see text] Reaction of alkenyl carbene chromium(0) complexes and ketene acetals triggers the formation of 4-aryl-3,4-dihydrocoumarins. The reaction can be carried out as a simple one-pot protocol in air atmosphere. The huge interest of dihydrocoumarins has prompted us to optimize a multigram-scale process.
Barluenga
José
J
Instituto Universitario de Química Organometalica Enrique Moles, Unidad Asociada al CSIC, Universidad de Oviedo, Spain. barluenga@uniovi.es
Andina
Facundo
F
Aznar
Fernando
F
D002857:Chromium / Q000737:chemistry*; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D006838:Hydrocarbons / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*
D003374:Coumarins; D006838:Hydrocarbons; D009942:Organometallic Compounds; D002857:Chromium; C030011:carbene; D008697:Methane