The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(18), P. 13077 - 13084
Published: Aug. 29, 2024
Although
copper-catalyzed
amination
of
activated
C(sp3)–H
bonds
through
radical
relay
has
been
developed,
unactivated
is
rare.
Herein,
intramolecular
remote
reported.
The
reaction
conducted
in
a
mild
and
effective
manner
with
moderate
to
good
yields,
demonstrating
broad
tolerance
toward
various
functional
groups
exhibiting
complete
regio-
chemoselectivities.
This
innovation
supplies
novel
synthetic
pathways
for
the
construction
saturated
nitrogenated
heterocycles.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(9), P. 1441 - 1446
Published: Feb. 23, 2023
A
visible-light-photocatalyzed
1,2-arylalkylation
of
N-(arylsulfonyl)acrylamides
with
ketone-based
dihydroquinazolinones
is
described.
The
formal
C-C
bond
cleavage
aliphatic
ketones
unified
tandem
radical
alkylation/1,4-aryl
migration/desulfonylation
to
forge
two
different
types
vicinal
bonds
and
construct
an
all-carbon
quaternary
α-stereocenter,
thus
enhancing
the
carbogenic
complexity
tolerating
diverse
functionalities.
Additional
telescopic
synthesis
product
diversification,
this
method
features
a
dicarbofunctionalization
conjugated
nucleophilic
alkyl
precursor
(dihydroquinazolinone)
utilizing
oxygen
as
green
oxidant
at
ambient
temperature.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(19), P. 3211 - 3226
Published: Aug. 26, 2023
Abstract
Nitrogen
radicals
are
one
of
the
most
useful
reactive
intermediates
for
selective
transposition
via
intramolecular
hydrogen
atom
transfer
(HAT).
The
Hofmann‐Löffler‐Freytag
(HLF)
reaction
is
a
distinctive
radical‐based
approach
in
which
nitrogen
used
remote
C−H
bond
functionalization
HAT.
Due
to
its
excellent
regioselectivity
and
atomic
economy,
HLF
represents
new
preparation
valuable
functional
molecules.
In
this
review,
we
provide
brief
overview
recent
research
advances
mediated
HLF‐type
reactions
involving
intermolecular
cyclization,
δ
‐site
functionalization.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(24), P. 4456 - 4461
Published: June 9, 2023
We
report
a
redox-neutral,
visible-light-mediated
difluoroalkylation
of
unactivated
C(sp3)-H
bonds
in
amides
via
nitrogen-centered
radicals
triggered
intramolecular
hydrogen
atom
transfer.
Notably,
all
types
(tertiary,
secondary,
and
primary)
γ-C(sp3)-H
displayed
excellent
reactivity.
This
methodology
presents
facile
route
for
the
regioselective
introduction
α,α-difluoroketone
fragments
into
organic
molecules.
Moreover,
resulting
gem-difluoroketones
can
be
readily
converted
to
structurally
diverse
difluoro-containing
molecules,
offering
broad
potential
applications
medicinal
chemistry
chemical
biology.
Chemical Reviews,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 22, 2025
Fluorine
and
nitrogen
form
a
successful
partnership
in
organic
synthesis,
medicinal
chemistry,
material
sciences.
Although
fluorine-nitrogen
chemistry
has
long
rich
history,
this
field
received
increasing
interest
made
remarkable
progress
over
the
past
two
decades,
driven
by
recent
advancements
transition
metal
organocatalysis
photochemistry.
This
review,
emphasizing
contributions
from
2015
to
2023,
aims
update
state
of
art
synthesis
applications
nitrogen-based
organofluorine
functional
molecules
chemistry.
In
dedicated
sections,
we
first
focus
on
fluorine-containing
reagents
organized
according
type
groups
attached
nitrogen,
including
N-F,
N-RF,
N-SRF,
N-ORF.
review
also
covers
nitrogen-linked
building
blocks,
catalysts,
pharmaceuticals,
agrochemicals,
underlining
these
components'
broad
applicability
growing
importance
modern
Catalysts,
Journal Year:
2025,
Volume and Issue:
15(5), P. 461 - 461
Published: May 8, 2025
In
recent
years,
carbon-centered
radical-initiated
olefin
transformation
reactions,
including
alkene
Heck-type
alkylation,
hydroalkylation,
and
difunctionalization
have
attracted
increasing
attention
been
extensively
developed.
This
review
summarizes
the
advances
in
chemistry,
such
as
radical-mediated
reactions.
area
of
research
is
divided
into
several
sections
based
on
types
reactions
divergent
formation
processes
radicals.
Drawing
our
group’s
investigations,
we
show
that
efficient
strategies
gained
significant
traction
synthetic
chemistry
due
to
their
ability
rapidly
install
functional
groups
enhance
molecular
complexity.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(13), P. 2306 - 2311
Published: March 29, 2023
A
novel
and
efficient
method
for
the
catalytic
installation
of
a
carbonyl
group
via
remote
radical
coupling
is
disclosed.
The
nickel-catalyzed
reaction
proceeds
to
undergo
sequential
single-electron
transfer,
1,5-hydrogen
atom
insertion,
thus
providing
α-substituted
ketone.
Further,
this
could
be
carried
out
smoothly
under
normal
pressure
redox-neutral
conditions,
demonstrated
functional-group
compatibility
excellent
site-selectivity.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(13)
Published: Feb. 15, 2024
Abstract
Direct
C−H
functionalization
is
an
important
strategy
for
the
rapid
synthesis
of
valuable
organic
molecules.
Radical‐involved
remote
C(sp
3
)‐H
based
on
hydrogen
atom
transfer
(HAT)
becomes
method
enabling
selective
direct
transformation
bonds
at
specific
distal
position(s).
In
recent
years,
copper‐catalyzed
fluoroamide‐directed
bond
through
intramolecular
HAT
has
served
as
a
robust
and
elegant
assembly
variety
functionalized
(sulfon)amides
related
derivatives.
This
review
focuses
advances
in
this
area.
These
transformations
proceed
effectively
with
high
selectivities
good
functional
group
compatibility
under
mild
conditions.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(17), P. 12159 - 12169
Published: Aug. 16, 2024
An
efficient
and
high-selectivity
approach
for
the
divergent
synthesis
of
β-sulfinyl
alkenylsulfones
(E)-vinyl
sulfones
from
alkynes
TsCN
is
described.
A
series
disulfurized
products
were
constructed
under
mild
conditions
in
absence
transition
metals.
This
transformation
featured
excellent
regio-
stereoselectivity,
good
functional
group
compatibility,
broad
substrate
scope.
The
copper(I)-catalyzed
sulfonation
with
that
affords
to
yields
was
also
developed.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(17), P. 12821 - 12825
Published: Aug. 17, 2023
The
use
of
catalysis
methods
to
enable
Smiles
rearrangement
opens
up
new
substrate
classes
for
arylation
under
mild
conditions.
Here,
we
describe
an
N-heterocyclic
carbene
(NHC)
system
that
accesses
indole
and
pyrrole
aldehyde
substrates
in
a
desulfonylative
process.
reaction
proceeds
mild,
transition-metal-free
conditions
captures
acyl
anion
reactivity
the
synthesis
diverse
array
2-aroyl
indoles
pyrroles
from
readily
available
sulfonamide
starting
materials.
