General and efficient route for the synthesis of 3,4-disubstituted coumarins via Pd-catalyzed site-selective cross-coupling reactions.
Palladium-catalyzed site-selective cross-coupling reactions of 3-bromo-4-trifloxycoumarin or 3-bromo-4-tosyloxycoumarin provide an efficient and facile route for the synthesis of 3,4-disubstituted coumarins, which include 3,4-diarylcoumarins, 3-amino-4-arylcoumarins, and 3-aryl-4-aminocoumarins. The order of reactivity of the (pseudo)halide substituents in the coumarins was found to be 4-OTf > 3-Br > 4-OTs.
Zhang
Liang
L
Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, People's Republic of China.
Meng
Tianhao
T
Fan
Renhua
R
Wu
Jie
J
D002384:Catalysis; D003374:Coumarins / Q000138:chemical synthesis*; D010165:Palladium / Q000737:chemistry; D014105:Tosyl Compounds / Q000737:chemistry
D003374:Coumarins; D014105:Tosyl Compounds; D010165:Palladium