Radical Reactions with N-Heterocyclic Carbene (NHC)-Derived Acyl Azoliums for Access to Multifunctionalized Ketones
Hui Cai,
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Xiaoqun Yang,
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Shi‐Chao Ren
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et al.
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
14(11), P. 8270 - 8293
Published: May 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.
Language: Английский
NHC and photoredox co-catalyzed 1,4-alkylcarbonylation of 1,3-enynes
Zhaoyang Zhang,
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Jiayi Yang,
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Shihao Li
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et al.
Organic Chemistry Frontiers,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
A
strategy
to
obtain
1,2-alkenyl
ketone
products
by
radical
relay
coupling
is
proposed.
Language: Английский
Recent Advances in Strategies for Halide Atom Transfer (XAT) and Their Applications
Yifeng Jiang,
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Yanli Yin,
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Zhiyong Jiang
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et al.
Chinese Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
44(6), P. 1733 - 1733
Published: Jan. 1, 2024
Language: Английский
1,2-Amidoarylcarbonylation of Styrenes to Access β-Acylamino Ketones by NHC-Catalyzed Radical Relay
Dengyu Yin,
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Lishuai Lu,
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Ying Jiang
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(18), P. 13085 - 13092
Published: Aug. 28, 2024
An
amidoarylcarbonylation
reaction
of
aromatic
aldehydes
and
olefins
with
Katritzky
pyridinium
salts
by
N-heterocyclic
carbene
(NHC)-catalyzed
radical
relay
to
construct
C-C
C-N
bonds
good
functional
group
tolerance
is
developed
for
the
synthesis
β-acylamino
ketones.
This
gentle
efficient
approach
offers
a
valuable
style
Mechanistic
studies
revealed
that
addition/coupling/elimination
cascade
process
was
involved
in
this
reaction.
Language: Английский
Iron-Catalyzed Perfluoroalkylarylation of Styrenes with Arenes and Alkyl Iodides Enabled by Halogen Atom Transfer
Hanqing Zhao,
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Wanting Li,
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Yong Yao
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et al.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 18, 2024
A
new
iron-catalyzed
three-component
perfluoroalkylarylation
of
styrenes
with
alkyl
halides
and
arenes
has
been
established.
Alkyl
undergo
halogen
atom
transfer
methyl
radicals
to
form
in
reactions
initiated
by
a
combination
Language: Английский
Dual N-Heterocyclic Carbene/Photoredox-Catalyzed Coupling of Acyl Fluorides and Alkyl Silanes
Michael Jakob,
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Luca Steiner,
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Marius Göbel
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et al.
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown, P. 17642 - 17653
Published: Nov. 15, 2024
The
combination
of
N-heterocyclic
carbene
(NHC)
organocatalysis
with
photochemical
activation
is
becoming
increasingly
established
as
an
approach
for
conducting
radical
organic
reactions
under
mild
and
practical
conditions.
As
comparatively
easy
to
prepare
handle
compounds,
alkyl
silanes
are
attractive
substrates
chemistry
desilylative
mesolysis
the
corresponding
cations
known
be
rapid.
Here,
we
report
successful
application
benzyl
silane
derivatives
source
radicals
in
dual
NHC/photoredox-catalyzed
radical–radical
coupling
acyl
fluorides.
Relatively
electron-rich
reacted
smoothly
afford
ketones
generally
good
yields,
while
optimization
NHC
photocatalyst
allowed
a
wider
scope
including
primary
substrates.
Furthermore,
initial
experiments
revealed
that
organosilanes
bearing
N-,
O-
S-heteroatoms
can
also
serve
sources
these
Language: Английский