4.8 Article

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

期刊

CHEMICAL SCIENCE
卷 11, 期 6, 页码 1672-1676

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c9sc06369b

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  1. National Research Foundation of Korea (NRF) - Korean government [NRF-2019R1A2C1087134, NRF-2019R1A4A2001440]
  2. GRRC Program of Gyeonggi Province [GRRCKyungHee2017-A01]

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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.

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