Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(18), С. 3101 - 3106
Опубликована: Авг. 16, 2023
Abstract
We
developed
the
remote
selective
C−H
bromination
for
synthesis
of
C4′‐brominated
biarylphosphine
oxides
using
FeBr
3
as
a
brominating
reagent.
C3′‐Brominated
products
were
obtained
in
reactions
with
substrates
bearing
2,4,6‐triisopropyl
substituent
on
bottom
ring.
Moreover,
direct
access
to
C5‐chlorinated
peri
‐substituted(1‐naphthalenyl)phosphines
is
FeCl
chlorinating
These
halogenated
compounds
can
be
utilized
cross‐coupling
construct
functionalized
phosphine
oxides.
Organic Letters,
Год журнала:
2024,
Номер
26(8), С. 1739 - 1744
Опубликована: Фев. 17, 2024
A
general
catalytic
donor
for
the
combination
of
a
photoinduced
electron
donor–acceptor
(EDA)
complex
and
energy
transfer
was
developed.
This
mild
metal-free
protocol
allows
facile
access
to
various
Z-alkenes.
Mechanism
studies
revealed
that
organophotocatalyst,
4-CzIPN,
formed
distinct
three-component
EDA
with
redox-active
esters
(C6H5O)2P(O)OH
trigger
photoredox
catalysis.
The
E
→
Z
isomerization
achieved
via
exchange
from
4-CzIPN.
Allyl
groups
could
be
transformed
into
various
functional
groups.
A
novel
and
highly
regioselective
approach
for
the
Pd-catalyzed
ortho
C–H
allylation
of
tertiary
anilines
has
been
developed.
Various
substitution
were
well-tolerated,
allylated
linezolid,
ibuprofen,
naproxen,
ketoprofen,
dehydroabietic
acid
derivatives
easily
prepared.
Notably,
this
new
method
overcomes
limitations
classical
amide-directing
groups,
as
amide
are
well-tolerated
in
reaction.
Preliminary
mechanistic
studies
revealed
that
a
dual-ligand
effect
may
involved
achieving
excellent
selectivity
reaction
facilitated
by
N-Bz-Gly
Ag2CO3.
Further
indicate
FeCl3
is
necessary
Lewis
to
activate
allyl
bromide.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(36)
Опубликована: Авг. 25, 2023
Abstract
A
strategy
for
the
synthesis
of
diverse
protected
α‐monofluoro‐γ‐amino
acid
derivatives
has
been
developed.
This
reaction
assembles
a
simple
enamide,
quinoxalin‐2(1
H
)‐one,
and
diethyl
2‐bromo‐2‐fluoromalonate
through
three‐component
driven
by
visible
light.
The
advantages
this
protocol
include
simplicity
its
operation,
mild
conditions,
high
functional
group
tolerance,
applicability
to
wide
variety
substrates.
fluorine‐containing
amino
derivative
significant
value
potential
applications
in
medicinal
chemistry
chemical
biology.
Chemistry - An Asian Journal,
Год журнала:
2023,
Номер
18(23)
Опубликована: Окт. 17, 2023
A
simple
and
efficient
method
for
the
synthesis
of
diarylmethyl-functionalized
anilines
through
hexafluoroisopropanol
(HFIP)-mediated
regioselective
1,6-hydroarylation
reaction
para-quinone
methides
(p-QMs)
with
under
catalyst-
additive-free
conditions
is
reported.
Various
kinds
p-QMs
amines
(e.
g.
primary,
secondary
tertiary
amines)
are
well
tolerated
in
this
transformation
without
pre-protection
amino
group,
corresponding
products
could
be
generated
good
to
excellent
yields
satisfactory
regioselectivity
optimized
conditions.
In
addition
adaptable
amine
compounds,
indoles
their
derivatives
also
compatible
system.
This
can
easily
extended
a
gram
scale-synthesis
level
synthesize
target
product.
Furthermore,
it
worth
noting
that
some
complex
small
aniline
molecules
biological
activity
selectively
modified
using
method.
The
possible
mechanism
proposed
step-by-step
control
experiments
DFT
calculations,
showing
key
process
achieving
hydrogen
bonding
effect
HFIP
substrates.
Abstract
Ru‐catalyzed
directing
group
assisted
C−H
functionalization
of
arenes
remains
one
the
powerful
tools
for
site
selective
organic
synthesis.
Previous
thermos
versions
normally
require
high
temperature,
rendering
low
functional
tolerance.
With
emergence
photoredox
chemistry,
visible
light
mediated
mild
directed
activation,
especially
using
[RuCl
2
(
p
‐cymene)]
as
catalyst,
have
recently
been
investigated.
Meta
,
ortho
and
para
selectivity
achieved
owing
to
different
activation
mode
ruthenium
complex.
Inner‐sphere
electron
transfer
outer‐sphere
redox
processes
were
attributed
reaction
pathway.
In
this
review,
we
will
provide
an
overview
on
recent
achievements
in
arenes.
Chemical Communications,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
A
photocatalyzed
radical-umpolung
strategy
is
developed
to
synthesize
trifluoromethylated
α-unnatural
amino
acids
and
amines.
This
method
involves
the
migration
of
an
N-centred
radical
through
aromatic
framework
construct
C–CF
3
bond.
Chemical Science,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 9, 2024
The
direct
functionalization
of
C–H
bonds
has
revolutionized
the
field
synthetic
organic
chemistry
by
enabling
efficient
and
atom-economical
modification
arenes
avoiding
prefunctionalization.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(32), С. 6503 - 6508
Опубликована: Янв. 1, 2023
Inexpensive
and
commercially
available
2,4,6-triphenylpyrrolium
tetrafluoroborate
(TPT)
is
used
as
an
organic
photocatalyst
for
the
nucleophilic
aromatic
substitution
of
unactivated
fluoroarenes
with
pyrazole
derivatives
(SNAr)
to
form
azole
arenes.
The
use
photoredox
catalysis
enables
easy
operation
this
method
under
mild
conditions.
Various
fluorinated
compounds
are
suitable
electrophiles
transformation.
