Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(7), P. 1595 - 1605
Published: Feb. 3, 2024
Abstract
Herein,
we
present
a
photoinduced
deconstructive
alkoxyamination
of
alkyl
alcohols
catalyzed
by
iron
salts.
This
transformation
involves
the
initiation
alkoxy
radicals
through
chlorine
radical‐induced
radical
formation,
followed
β
‐scission
and
trapping
resulting
carbon
with
2,2,6,6‐tetramethylpiperidin‐1‐yl
(TEMPO).
reaction
exhibits
broad
substrate
scope
(40
examples),
including
primary
secondary
that
are
prone
to
oxidation
combination
TEMPO
iron.
Mechanistic
investigations
have
revealed
enhanced
coordination
chloride
ion
center
inhibits
OH
process,
thereby
enabling
tolerance
alcohols.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(13), P. 2898 - 2918
Published: May 18, 2024
Abstract
Converting
any
desired
C−H
bond
to
the
intended
C−Z
in
a
given
organic
molecule
could
be
final
peak
of
functionalization
methodology.
Among
three
types
bonds,
ubiquitous
C(
sp
3
)−H
has
gained
particular
attention,
especially
last
two
decades.
There
are
different
ways
transform
bonds
into
bonds.
The
use
chlorine
radicals
is
one
these
methods
with
promising
future.
literature
review
shows
that
sources
have
been
used
for
chlorine,
including
chloride
ions
(HCl
or
salts),
coordinated
chlorides
(transition
metal
complexes),
and
(organochlorine
compounds).
However,
HCl
FeCl
most
attention
among
sources.
major
convert
from
radicals:
1)
oxidation
hydrogen
salts,
2)
photolysis
chloride,
3)
transition
insertion
C−Cl
This
summarizes
published
research
papers
on
functionalization.
Therefore,
chlorination
reactions
which
do
not
play
direct
role
cleavage
within
scope
this
review.
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: Oct. 4, 2024
The
challenging
synthesis
of
thermodynamic-unfavored
cis-olefins
through
catalytic
cross-coupling
reactions
requires
the
synergistic
interaction
substrate-activating
units
and
configuration-regulating
catalysts.
Successfully
hitting
these
two
birds
with
one
stone,
we
herein
develop
a
convenient
photoredox
access
to
Z-alkenes
from
alkynes
light
alkanes
bifunctional
iron-catalyzed
system
possessing
both
C(sp
JACS Au,
Journal Year:
2024,
Volume and Issue:
4(12), P. 4899 - 4909
Published: Nov. 21, 2024
Nitroaromatics,
as
an
important
member
and
source
of
nitrogen-containing
aromatics,
is
bringing
enormous
economic
benefits
in
fields
pharmaceuticals,
dyes,
pesticides,
functional
materials,
fertilizers,
explosives.
Nonetheless,
the
notoriously
polluting
nitration
industry,
which
suffers
from
excessive
discharge
fumes
waste
acids,
poor
group
tolerance,
tremendous
purification
difficulty,
renders
mild,
efficient,
environmentally
friendly
a
formidable
challenge.
Herein,
we
develop
visible-light-driven
biocompatible
arene
C–H
strategy
with
good
efficiency
regioselectivity,
marvelous
substrate
applicability
wide
application
scale-up
synthesis,
total
late-stage
functionalization.
A
nitryl
radical
delivered
through
unusual
β-homolysis
photoexcited
ferric-nitrate
complex
proposed
to
be
key
nitrification
reagent
this
system.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(15), P. 9797 - 9805
Published: July 20, 2022
The
combination
of
the
radical
chemistry
ligand-to-metal
charge
transfer
with
metal
catalysis
by
a
single
iron
salt
helps
to
realize
visible-light-promoted
N-H
alkylation
amides
and
N-heterocycles.
A
wide
variety
nitrogen-containing
heterocycles
were
tolerated
in
our
protocol
give
N-alkylated
products.
applicability
this
was
further
demonstrated
late-stage
N-H-containing
pharmaceuticals.
Moreover,
N-H-alkylated
α-amino
tetrahydrofurans
could
be
transformed
into
versatile
ring-opened
amino
alcohols
under
reducing
conditions.
mechanistic
study
revealed
that
hydrogen
atom
tert-butoxyl
chlorine
responsible
for
activation
C(sp3)-H
precursors.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(7), P. 1595 - 1605
Published: Feb. 3, 2024
Abstract
Herein,
we
present
a
photoinduced
deconstructive
alkoxyamination
of
alkyl
alcohols
catalyzed
by
iron
salts.
This
transformation
involves
the
initiation
alkoxy
radicals
through
chlorine
radical‐induced
radical
formation,
followed
β
‐scission
and
trapping
resulting
carbon
with
2,2,6,6‐tetramethylpiperidin‐1‐yl
(TEMPO).
reaction
exhibits
broad
substrate
scope
(40
examples),
including
primary
secondary
that
are
prone
to
oxidation
combination
TEMPO
iron.
Mechanistic
investigations
have
revealed
enhanced
coordination
chloride
ion
center
inhibits
OH
process,
thereby
enabling
tolerance
alcohols.
