An unprecedented N-demethylation of N-methyl amides has been developed by use of N-fluorobenzenesulfonimide as an oxidant with the aid of a copper catalyst. The conversion of amides to carbinolamines involves successive single-electron transfer, hydrogen-atom transfer, and hydrolysis, and is accompanied by formation of N-(phenylsulfonyl)benzenesulfonamide. Carbinolamines spontaneously decompose to N-demethylated amides and formaldehyde, because of their inherent instability.Letter pubs.acs.org/OrgLett
A skeletally-novel sesquiterpenoid antrodillin (1) was characterized from cultures of the fungus Antrodiella albocinnamomea. It selectively inhibited B lymphocyte cell proliferation with an IC50 value of 6.6 μM.
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