Homologation of Ketones: Direct Transformation of Alkyl Ketones to Aryl Ketones via Photoredox Catalyzed Deacylation-Aroylation Sequence
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.
Язык: Английский
Switching Mesoionic Carbene-Organocatalysis from Radical to Ionic Pathway through Base-Controlled Formation of Breslow Intermediates versus Breslow Enolates
Chemical Science,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
N-heterocyclic
carbene
(NHC)
organocatalysis
has
experienced
significant
advancements.
Two
distinct
reaction
pathways
have
been
developed,
ionic
and
radical,
through
Breslow
intermediates
(BIs)
enolates
(BI-s),
respectively.
The
ability
to
selectively
generate
these
is
crucial
for
optimizing
outcomes.
In
this
paper
we
show
that
with
mesoionic
carbenes
(MICs)
it
possible
control
the
formation
of
BIs
versus
BI-s,
use
weak
bases
strong
bases,
Of
particular
interest
coupling
aldehydes
alkyl
halides
yield
ketones
via
an
pathway.
Язык: Английский
Recent Update on Catalytic Activity of N-Heterocyclic Carbene Supported on Graphene Nanosheets: A Mini Review
Journal of Organometallic Chemistry,
Год журнала:
2025,
Номер
unknown, С. 123660 - 123660
Опубликована: Апрель 1, 2025
Язык: Английский
Redox-Paired Reductive Heck Reaction and Oxidative Esterification Catalyzed by Mesoionic Carbenes
Organic Letters,
Год журнала:
2024,
Номер
26(35), С. 7419 - 7424
Опубликована: Авг. 22, 2024
Paring
a
reductive
reaction
and
an
oxidative
in
one
could
be
immensely
important
achieving
atom
economic
environmental
advantages.
Herein,
we
report
simple
protocol
that
combines
two
such
Heck
reactions
esterification
by
using
mesoionic
carbenes
as
catalysts
to
synthesize
multiple
valuable
products
under
mild
conditions.
Язык: Английский
Boosting N-Heterocyclic Carbene Radical Organocatalysis with Nickel Chemistry: A Rational Mechanistic Study-Based Approach
ACS Catalysis,
Год журнала:
2024,
Номер
14(9), С. 7149 - 7156
Опубликована: Апрель 23, 2024
A
cooperative
NHC/nickel
catalytic
methodology
has
been
developed
for
the
synthesis
of
ketones
employing
aromatic
aldehydes
and
tertiary
alkyl
iodides.
All
key
steps
postulated
cycle
were
validated
with
comprehensive
stoichiometric
electrochemical
studies,
including
reduction
NiII
by
deprotonated
Breslow
intermediate,
Ni0
promoted
halogen-atom
abstraction
to
generate
transient
radicals,
coupling
between
latter
persistent
acyl
thiazolium
radical
intermediate.
Such
a
broadly
proposed
accepted,
yet
elusive,
intermediate
isolated
studied
single-crystal
X-ray
diffraction
study.
Язык: Английский
Cooperative Photoredox and N-Heterocyclic Carbene-Catalyzed Formal C-H Acylation of Cyclopropanes via Deconstruction-Reconstruction Strategy
Chemical Science,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
Cooperative
NHC/photoredox
catalyzed
deconstruction–reconstruction
of
aryl
cyclopropanes
was
described
to
access
various
α-acylated
cyclopropane
derivatives.
Язык: Английский
Regioselective Alkylacylation of 1,3-Dienes by Merging N-Heterocyclic Carbene Catalysis with Photoinduced Palladium Catalysis
Organic Letters,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 17, 2024
Herein,
we
develop
a
dual
catalytic
platform
for
the
1,2-
or
1,4-alkylacylation
reaction
of
1,3-dienes
with
readily
available
alkyl
halides
and
aldehydes
by
merging
N-heterocyclic
carbene
catalysis
photoinduced
palladium
catalysis.
A
series
β,γ-unsaturated
ketones
are
obtained
in
good
to
high
yields.
Mechanistic
studies
suggest
that
this
involves
radical
process.
The
direct
synthesis
flavanone
from
salicylaldehyde
exemplified
potential
capability
platform.
Язык: Английский