Photocatalytic One-Pot Three-Component Reaction for the Regioselective Synthesis of Bromo-Substituted Pyrazoles
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(22), С. 16809 - 16827
Опубликована: Ноя. 1, 2024
A
photocatalytic
three-component
cascade
reaction
of
readily
available
enaminones,
hydrazines,
and
CBr4
for
the
synthesis
bromo-substituted
pyrazoles
in
one
pot
has
been
demonstrated.
This
strategy
involves
intermolecular
C-N/C-Br
bond
formation
represents
an
efficient
approach
to
construction
4-bromo-substituted
with
high
regioselectivity,
broad
substrate
scope,
good
functional
group
tolerance,
convenient
operation,
mild
conditions.
Mechanistic
investigations
show
that
this
proceeds
via
cyclization
enaminones
followed
by
a
regioselective
bromination
using
as
"Br"
source.
Язык: Английский
Halogen Radical-Enabled Dearomatization of N-Arylpropiolamides via Photoinduced Sequential Halogenation/Spirocyclization/Oxidation Process
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 4, 2024
Here
we
report
a
strategy
that
eliminates
the
need
for
photocatalysts
and
external
additives,
which
provides
an
operable
mild
method
halogen
radical-enabled
dearomatization
of
N-arylpropiolamides
under
oxygen
atmosphere
at
room
temperature.
The
is
applicable
to
wide
range
substrates,
extending
beyond
limited
scope
p-methoxyl
N-phenylpropynamides.
Furthermore,
several
functional
synthetic
intermediates
anticancer
bioactive
molecules
were
successfully
derived
from
3-halogenated
azaspiro[4.5]trienones.
Язык: Английский