Tandem aldehyde–alkyne–amine coupling/cycloisomerization: A new synthesis of coumarins

oleh: Maddi Sridhar Reddy, Nuligonda Thirupathi, Madala Haribabu

Format: Article
Diterbitkan: Beilstein-Institut 2013-01-01

Deskripsi

Cu-catalyzed A3 coupling of ethoxyacetylene, pyrrolidine and salicylaldehydes led to a concomitant cycloisomerization followed by hydrolysis of the resultant vinyl ether to afford coumarins in a cascade process. The reaction proceeded through exclusive 6-endo-dig cyclization and is compatible with halo and keto groups giving coumarins in good to moderate yields.