One-pot synthesis of furocoumarins via sequential Pd/Cu-catalyzed alkynylation and intramolecular hydroalkoxylation.
A novel and rapid assembly of an interesting class of furocoumarins-4H-furo[3,2-c]chromen-4-ones has been successfully achieved using one-pot sequential coupling/cyclization strategy with easily available starting materials 3-bromo-4-acetoxycoumarins and terminal alkynes. The key synthesis involves Pd/Cu-catalyzed alkynylation with in situ prepared dialkynylzincs followed by intramolecular hydroalkoxylation.
Chen
Lei
L
State key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, People's Republic of China.
Li
Yi
Y
Xu
Ming-Hua
MH
D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D011564:Furocoumarins / Q000138:chemical synthesis* / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
D000480:Alkynes; D011564:Furocoumarins; D010165:Palladium; D003300:Copper