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

ABSTRACT: Cu-catalyzed A(3) 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.

SUBMITTER: Reddy MS 

PROVIDER: S-EPMC3566765 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature