Direct cyclopropanation of activated N-heteroarenes via site- and stereoselective dearomative reactions.

ABSTRACT: A divergent cyclopropanation reaction has been accomplished via the dearomative addition of sulfur ylides to activated N-heteroarenes. A series of biologically significant molecular skeletons was obtained by the direct cyclopropanation of quinolinium zwitterions. Furthermore, a straightforward synthetic route to optically enriched cyclopropane-fused heterocycles was developed using sulfur ylides as chiral nucleophiles in the 1,4-dearomative reaction.

SUBMITTER: Lee J 

PROVIDER: S-EPMC7069384 | biostudies-literature | 2020 Feb

REPOSITORIES: biostudies-literature