A microwave-assisted DABCO-promoted strategy for the regioselective synthesis of pyrrolo[3,4-b]pyridine-4-ones derivatives has been developed from the [3 + 3] annulation of α-aminomaleimide with substituted ethyl 2-butynoate. The characteristic features of...
A practical protocol for the construction of hydroxylated
2-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenols
(PBIs)
from N-phenyl-o-phenylenediamine
with benzaldehydes was developed. The cascade reaction was enabled
by heating a mixture of the two substrates in the presence of air
as an oxidant and anhydrous Cu(OAc)2 as a catalyst in dimethyl
sulfoxide, and a diverse series of PBIs were synthesized in moderate
to good yields (69–81%). Furthermore, the synthesis of the
PBIs was enabled via a one-pot cascade reaction that proceeded through
subsequent dehydration condensation, intramolecular cyclization, and
aromatic C–H hydroxylation. This protocol can be used for the
synthesis of hydroxylated PBI via a one-pot annulation C–H
hydroxylation reaction rather than through a series of multistep reactions,
which provides the possibility of further modification.
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