Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
63(8)
Опубликована: Ноя. 21, 2023
Abstract
An
arylation
protocol
for
pyridines
is
described,
via
the
ring‐opened
Zincke
intermediate.
Treatment
of
with
triflic
anhydride
and
a
secondary
amine
produces
an
azahexatriene
species,
which
undergoes
regioselective
Pd‐catalyzed
at
putative
C4
position.
Recyclization
then
provides
pyridine
products.
Alternatively,
metal‐free
diaryliodonium
salt
selective
meta
‐position,
affording
regiodivergent
approach
to
biaryls
from
common
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(5), С. 3419 - 3429
Опубликована: Фев. 16, 2024
Herein,
we
describe
a
dual
photocatalytic
system
to
synthesize
phenol–pyridinium
salts
using
visible
light.
Utilizing
both
electron
donor–acceptor
(EDA)
complex
and
iridium(III)
cycles,
the
C–N
cross-coupling
of
unprotected
phenols
pyridines
proceeds
in
presence
oxygen
furnish
pyridinium
salts.
Photocatalytic
generation
phenoxyl
radical
cations
also
enabled
nucleophilic
aromatic
substitution
(SNAr)
fluorophenol
with
an
electron-poor
pyridine.
Spectroscopic
experiments
were
conducted
probe
mechanism
reaction
selectivity.
The
unique
reactivity
these
displayed
several
derivatization
reactions,
providing
rapid
access
diverse
chemical
space.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(45), С. 30758 - 30763
Опубликована: Ноя. 1, 2024
Organofluorine
compounds,
including
fluorinated
pyridines
and
isoquinolines,
play
a
crucial
role
in
pharmaceuticals,
agrochemicals,
materials
science.
However,
step-economic
selective
C-H-functionalization
to
access
these
azaarenes
is
still
underexplored,
with
Organic Letters,
Год журнала:
2023,
Номер
25(20), С. 3806 - 3811
Опубликована: Май 17, 2023
A
Mn(I)-catalyzed
site-selective
nondirected
C3-maleimidation
of
quinoxaline
is
established.
Herein,
the
electrophilic
C3-metalation
precedes
over
o-directed
strategy
to
access
diversely
substituted
quinoxaline-appended
succinimides.
The
products
undergo
PIFA-promoted
C(sp2)-C(sp3)
spirocyclization
via
π-electrons
drifting
from
aryls
and
Selectfluor-mediated
dehydrogenation
succinimide
at
room
temperature.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
63(8)
Опубликована: Ноя. 21, 2023
Abstract
An
arylation
protocol
for
pyridines
is
described,
via
the
ring‐opened
Zincke
intermediate.
Treatment
of
with
triflic
anhydride
and
a
secondary
amine
produces
an
azahexatriene
species,
which
undergoes
regioselective
Pd‐catalyzed
at
putative
C4
position.
Recyclization
then
provides
pyridine
products.
Alternatively,
metal‐free
diaryliodonium
salt
selective
meta
‐position,
affording
regiodivergent
approach
to
biaryls
from
common
