The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(18), С. 13077 - 13084
Опубликована: Авг. 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.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
unknown
Опубликована: Сен. 11, 2023
Abstract
The
multicomponent
reactions
of
quinoxalin‐2(1
H
)‐ones
has
attracted
considerable
interest
due
to
their
significant
biological
and
chemical
activities.
very
recent
advances
(from
2021
the
beginning
2023)
on
radical
three‐component
cascade
reaction
)‐one
derivatives
at
C3
position
were
summarized
in
this
mini‐review.
According
kind
types
involved,
some
representative
examples
detailed
mechanism
have
been
categorized
discussed.
red
front
was
covered
by
Figure
1.
Chemical Reviews,
Год журнала:
2024,
Номер
124(17), С. 10192 - 10280
Опубликована: Авг. 8, 2024
Radical
C–H
functionalization
represents
a
useful
means
of
streamlining
synthetic
routes
by
avoiding
substrate
preactivation
and
allowing
access
to
target
molecules
in
fewer
steps.
The
first-row
transition
metals
(Ti,
V,
Cr,
Mn,
Fe,
Co,
Ni,
Cu)
are
Earth-abundant
can
be
employed
regulate
radical
functionalization.
use
such
is
desirable
because
the
diverse
interaction
modes
between
metal
complexes
species
including
addition
center,
ligand
complexes,
substitution
single-electron
transfer
radicals
hydrogen
atom
noncovalent
complexes.
Such
interactions
could
improve
reactivity,
diversity,
selectivity
transformations
allow
for
more
challenging
reactions.
This
review
examines
achievements
this
promising
area
over
past
decade,
with
focus
on
state-of-the-art
while
also
discussing
existing
limitations
enormous
potential
high-value
regulated
these
metals.
aim
provide
reader
detailed
account
strategies
mechanisms
associated
A
visible-light-mediated
photoredox
catalysis
for
β-C(sp3)–H
alkylation
of
1-(o-iodoaryl)alkan-1-ones
with
alkenes
via
1,5-hydrogen
atom
transfer
and
alkene
alkylarylation
to
produce
diverse
β-alkyl
arylalkanones
containing
a
quaternary
carbon
center
is
presented.
This
method
applicable
wide
range
activated
alkenes.
Mechanistic
studies
suggest
that
the
reaction
involves
radical
process.
Organic Letters,
Год журнала:
2023,
Номер
25(22), С. 4113 - 4118
Опубликована: Май 30, 2023
A
photoredox-catalyzed
1,2-amidoheteroarylation
of
unactivated
alkenes
with
O-acyl
hydroxylamine
derivatives
and
heterocycles
is
presented.
range
heterocycles,
including
quinoxaline-2(1H)-ones,
azauracils,
chromones,
quinolones,
are
capable
for
this
process,
allowing
the
direct
synthesis
valuable
heteroarylethylamine
derivatives.
Structurally
diverse
reaction
substrates,
drug-based
scaffolds,
were
successfully
applied,
demonstrating
practicality
method.
Green Chemistry,
Год журнала:
2022,
Номер
24(24), С. 9475 - 9481
Опубликована: Янв. 1, 2022
A
photocatalyst-free
visible-light-promoted
remote
C(sp
3
)–H
heteroarylation
of
N
-fluoroamides
with
quinoxalin-2(1
H
)-ones
was
developed.
All
types
δ-C(sp
bonds
in
the
could
be
site-specific
activated
through
1,5-HAT
process.
Chemical Reviews,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 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
Nature Communications,
Год журнала:
2022,
Номер
13(1)
Опубликована: Окт. 22, 2022
The
control
of
regioselectivity
in
Heck-type
reaction
unactivated
alkenes
represents
a
longstanding
challenge
due
to
several
detachable
hydrogens
β-H
elimination
step,
which
generally
afford
either
one
specific
regioisomer
or
mixture.
Herein,
copper-catalyzed
intermolecular
and
N-fluoro-sulfonamides
with
divergent
regioselectivities
is
reported.
complete
switch
mainly
depends
on
the
choice
different
additives.
Employment
alcohol
solvent
gives
access
vinyl
products,
while
addition
carboxylate
leads
formation
allylic
products.
In
addition,
exclusion
these
two
promoting
factors
results
β-lactams
via
C-N
reductive
elimination.
This
protocol
shows
broad
substrate
scope
for
both
structurally
diverse
N-fluoro-sulfonamides,
producing
corresponding
products
excellent
regio-
stereoselectivities.
Further
experiments
DFT
calculations
provide
in-depth
insights
into
mechanism,
highlighting
distinct
effect
additives
bidentate
auxiliary-stabilized
Cu(III)
intermediate.
