A highly practical synthesis of 1-naphthols was developed via Cp*Co(iii)-catalyzed C–H activation and cyclization between sulfoxonium ylides and alkynes.
A highly monoselective synthesis
of ferrocenyl alkynes was achieved
via Cu-promoted ferrocene C(sp2)–H bond activations.
The reaction employs an 8-aminoquinoline group as the directing group
and terminal alkynes as the alkyne source. It was found the alkynylation
products actually complex with the in situ generated Cu(I) ions to
give robust and stable alkyne π-copper complexes. In addition,
these alkyne π-copper complexes could be freed of the copper
ions to give various ferrocenyl alkynes in almost quantitative yields.
The test results also showed that the alkyne π-copper complexes
could be reformed from the free alkynes upon treating them with Cu(I)
salts.
A novel
and efficient synthesis of sulfones was developed via a
silver-promoted decarboxylative sulfonylation reaction between aromatic
carboxylic acids and sodium sulfinates for the first time. The approach
features operational simplicity and good functional group compatibility
and uses readily available starting materials. Furthermore, mechanistic
studies reveal that the decarboxylative sulfonylation reaction is
likely to proceed via a radical mechanism.
An efficient protocol for the synthesis of internal aryl alkynes was achieved via Cu-catalyzed decarboxylative cross-coupling reactions, and to the best of our knowledge, this is the first example of a Cu-catalyzed decarboxylative alkynylation of benzoic acids with terminal alkynes. This approach utilizes simple Cu salt as catalyst and O, an abundant, clean, and green material, as the oxidant. The reaction tolerates various functional groups, and a variety of internal aryl alkynes were synthesized in 46-83% yields.
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