Organic Letters,
Год журнала:
2024,
Номер
26(8), С. 1728 - 1733
Опубликована: Фев. 22, 2024
An
intermolecular
Suzuki–Miyaura-type
reaction
of
benzoyl
fluorides
with
alkyl
boronic
acids
to
synthetic
ketone
was
revealed
by
cooperative
N-heterocyclic
carbene
(NHC)
and
photoredox
catalysis.
Various
boric
can
be
converted
into
radicals
without
external
oxidants
or
activators.
Moreover,
the
catalytic
system
feasible
for
difunctionalization
styrenes
via
a
radical
relay
process.
Mechanistic
experiments
suggested
that
benzoate
anion
intermediate
might
play
unique
role
in
this
system.
ACS Catalysis,
Год журнала:
2024,
Номер
14(11), С. 8270 - 8293
Опубликована: Май 13, 2024
As
one
of
the
most
important
key
intermediates,
NHC-bound
acylazolium-based
ionic
transformations
have
been
intensively
explored
in
past
two
decades.
With
expeditious
development
NHC-catalyzed
radical
recent
years,
acylazolium
chemistry
has
reached
another
level,
with
number
relevant
publications
increasing
significantly.
However,
a
summary
focused
on
acylations
NHC-derived
acyl
azoliums
classified
according
to
mechanistic
difference
not
reported.
Such
detailed
classification
and
deep
analysis
provide
opportunities
for
better
understanding
history
trend
this
field.
In
review,
reactions
N-heterocyclic
carbene
(NHC)-derived
are
systematically
introduced.
The
achievements
challenges
within
area
also
summarized
discussed
at
end.
ACS Catalysis,
Год журнала:
2024,
Номер
14(5), С. 3181 - 3190
Опубликована: Фев. 14, 2024
Cross-coupling
reactions
have
been
well
received
as
one
of
the
most
popular
protocols
for
ketone
synthesis.
As
an
important
coupling
partner,
bench-stable
and
commercially
available
alkyl
boronic
acids
are
widely
used
in
transition
metal
catalysis,
but
they
rarely
utilized
radical
precursors
acylative
reactions.
Herein,
we
reported
energy-transfer-enabled
acylation
using
free
via
NHC/photo
dual
catalysis.
This
protocol
could
efficiently
promote
Suzuki-type
cross-coupling
between
acyl
imidazoles
multicomponent
alkylacylations
alkenes,
thus
producing
various
ketones
with
structural
diversity.
Additionally,
products
can
readily
transform
into
a
large
number
structurally
interesting
fine
chemicals.
Preliminary
mechanistic
studies
shed
light
on
unique
reaction
mechanism.
Organic Letters,
Год журнала:
2024,
Номер
26(32), С. 6915 - 6920
Опубликована: Авг. 8, 2024
Ketones,
as
essential
functional
group
skeletons,
have
garnered
significant
interest
due
to
their
diverse
transformations.
Herein,
we
describe
a
versatile
photoredox
catalyzed
deacylation-aroylation
strategy
that
enables
the
direct
transformation
of
alkyl
ketones
aryl
ketones.
This
process
involves
deacylation
dihydroquinazolinones
derived
from
generate
radicals,
followed
by
subsequent
NHC-catalyzed
or
NHC-mediated
radical
aroylation.
Advanced Energy Materials,
Год журнала:
2024,
Номер
unknown
Опубликована: Июнь 9, 2024
Abstract
Charge
transfer
and
carbon
dioxide
(CO
2
)
adsorption/activation
are
critical
factors
for
the
electron
kinetics
during
CO
photoconversion.
Herein,
high‐loading
robust
single
Cu
atoms
(7.8
wt.%)
anchored
via
N‐heterocyclic
carbene
ligands
derived
from
imidazolium
ionic
liquid
motifs,
precisely
bonding
to
acceptors
of
mesoporous
donor‐acceptor
pyridine‐covalent
organic
framework
(pCOF)
nanosheets.
By
engineering
valance
coordination
structure,
atomic
Cu(I)‐CO
sites,
superior
Cu(II)‐CN
OCl
ones,
enable
a
22‐fold
increase
conversion
rate
compared
pCOF
in
pure
water,
≈100%
selectivity
toward
CO,
an
apparent
quantum
yield
1.7%
(420
nm).
The
photoactivity
outperforms
analogous
COF‐based
photocatalysts
under
similar
conditions.
Experimental
results
prove
Cu(I)
possess
more
improved
capture
capacities
than
Cu(II)
ones.
Combining
fs‐
µs‐transient
absorption
spectroscopy,
mechanism
is
investigated
on
single‐atom
photocatalyst
model.
fs‐transient
spectra
confirm
can
rapidly
extract
electrons
electron‐rich
region
along
carbene,
exhibiting
3
×
10
9
s
−1
.
Using
situ
efficiency
quantified
reach
60.4%
photocatalytic
reaction
This
work
provides
rational
design
strategy
advanced
photocatalysts.
The
transformation
of
organoboron
compounds
plays
an
important
role
in
synthetic
chemistry,
and
recent
advancements
boron-migration
reactions
have
garnered
considerable
attention.
Here,
we
report
unprecedented
1,2-boron
migrative
acylation
upon
photocatalysis-facilitated
Chemical Science,
Год журнала:
2024,
Номер
15(45), С. 18715 - 18750
Опубликована: Янв. 1, 2024
The
construction
of
functional
structures
within
a
single
plane
still
has
lot
challenges.
This
review
article
will
help
us
find
new
groundbreaking
directions
in
lateral
nanoarchitectonics
toward
advanced
material
organization.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(11), С. 3089 - 3099
Опубликована: Янв. 1, 2024
NHC
and
photocatalysis
dual-catalyzed
mono/difluoromethylative
acylation
of
1,3-enynes
was
realized,
providing
fluormethyl-substituted
allenyl
ketones.
SO
2
might
play
a
critical
role
in
achieving
high
reactivity
selectivity.
Organic Letters,
Год журнала:
2024,
Номер
26(20), С. 4351 - 4355
Опубликована: Май 10, 2024
We
report
a
novel
three-component
radical
acylfluoroalkylation
of
1,3-enynes
by
synergistic
N-heterocyclic
carbene
(NHC)/photoredox
catalysis
toward
various
fluorinated
allenic
aryl
ketones.
This
protocol
features
broad
substrate
scope
and
excellent
functional
group
tolerability,
with
examples
late-stage
modification
drug
molecules
natural
products.
Notably,
seven
different
fluoroalkyl
motifs
can
be
introduced
to
1,3-enynes,
further
demonstrating
the
robustness
generality
this
method.
The
generation
from
each
sulfinate
reagent
was
individually
supported
EPR
experiments.
