Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(38)
Published: July 31, 2023
Abstract
Decarboxylative
halogenation
reactions
of
alkyl
carboxylic
acids
are
highly
valuable
for
the
synthesis
structurally
diverse
halides.
However,
many
reported
protocols
rely
on
stoichiometric
strong
oxidants
or
electrophilic
halogenating
agents.
Herein,
we
describe
visible‐light
photoredox‐catalyzed
decarboxylative
N
‐hydroxyphthalimide‐activated
that
avoid
and
use
inexpensive
inorganic
halide
salts
as
Bromination
with
lithium
bromide
proceeds
under
simple,
transition‐metal‐free
conditions
using
an
organic
photoredox
catalyst
no
other
additives,
whereas
dual
photoredox‐copper
catalysis
is
required
chlorination
chloride.
The
mild
display
excellent
functional‐group
tolerance,
which
demonstrated
through
transformation
a
range
complex
acid
containing
natural
products
into
corresponding
bromides
chlorides.
In
addition,
show
generality
photoredox‐copper‐catalyzed
functionalization
by
extension
to
thiocyanation
potassium
thiocyanide,
was
applied
thiocyanates.
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(21)
Published: April 7, 2023
Abstract
The
exceptional
versatility
of
carboxylic
acids
has
been
extensively
exploited
in
organic
synthesis
across
several
decades.
There
a
recent
upsurge
radical
decarboxylative
transformations.
process
can
be
initiated
under
mild
conditions,
and
the
resultant
radicals
have
orthogonal
reactivities
to
closed‐shell
species,
thus
providing
immense
opportunities
for
streamlining
novel
reactions.
use
free
is
most
desirable
owing
its
high
atom
step
economy.
Aiming
demonstrate
attractiveness
strategy
inspire
chemists
tackle
existing
challenges,
this
review
outlines
advances
on
functionalization
acids.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(38)
Published: July 31, 2023
Abstract
Decarboxylative
halogenation
reactions
of
alkyl
carboxylic
acids
are
highly
valuable
for
the
synthesis
structurally
diverse
halides.
However,
many
reported
protocols
rely
on
stoichiometric
strong
oxidants
or
electrophilic
halogenating
agents.
Herein,
we
describe
visible‐light
photoredox‐catalyzed
decarboxylative
N
‐hydroxyphthalimide‐activated
that
avoid
and
use
inexpensive
inorganic
halide
salts
as
Bromination
with
lithium
bromide
proceeds
under
simple,
transition‐metal‐free
conditions
using
an
organic
photoredox
catalyst
no
other
additives,
whereas
dual
photoredox‐copper
catalysis
is
required
chlorination
chloride.
The
mild
display
excellent
functional‐group
tolerance,
which
demonstrated
through
transformation
a
range
complex
acid
containing
natural
products
into
corresponding
bromides
chlorides.
In
addition,
show
generality
photoredox‐copper‐catalyzed
functionalization
by
extension
to
thiocyanation
potassium
thiocyanide,
was
applied
thiocyanates.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(21), P. 8741 - 8747
Published: Jan. 1, 2023
An
efficient
photo-triggered
halodecarboxylation
reaction
of
aliphatic
carboxylic
acids
for
the
preparation
bromo-,
iodo-
and
chloroalkanes
under
an
air
atmosphere
with
water
as
solvent
has
been
developed.
Chemistry - An Asian Journal,
Journal Year:
2024,
Volume and Issue:
19(14)
Published: May 8, 2024
The
beginning
of
photochemical
reactions
revolutionized
synthetic
chemistry
through
sustainable
practices.
This
review
explores
cutting-edge
developments
in
leveraging
light-induced
processes
for
generating
cascaded
C-C
and
C-hetero
bonds
without
catalysts.
Significantly,
catalyst-free
photoinduced
methodologies
have
garnered
considerable
attention,
especially
the
creation
varied
heterocyclic
frameworks
drug
design
synthesis
natural
products.
article
delves
into
underlying
mechanisms,
addresses
limitations,
evaluates
various
methodologies,
emphasizing
potential
photocatalyst
transition
metal-free
to
enhance
sustainability.
Divided
two
sections,
it
covers
recent
strides
C-heteroatom
multiple
bond
formation
reactions.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 18, 2025
Herein,
a
nickel-catalyzed,
photoredox
Giese
addition
reaction
with
readily
accessible
alkyl
bromides,
driven
by
available
feedstock
MeOH
as
the
halogen-atom
transfer
(XAT)
reagent,
was
successfully
achieved
under
mild
conditions.
The
versatility
of
this
protocol
demonstrated
through
range
structurally
varied
bromides
and
Giese-type
acceptors
moderate
to
good
yields.
Mechanistic
investigation
highlights
that
formation
radicals
XAT
tentatively
prompted
•CH2OH,
which
derived
from
sequential
photo-oxidation/1,2-hydrogen-atom
MeOH.
The Chemical Record,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 27, 2025
The
hunt
for
new
molecular
structures
to
improve
the
efficacy
of
biologically
active
molecules
is
at
forefront
pharmaceutical
chemistry.
So
synthetic
chemists
have
always
been
busy
in
last
few
decades
synthesizing
and
testing
frameworks
which
would
work
as
more
efficient
bioisosteres
present
bioactive
functional
groups.
In
this
area,
bicyclo[1.1.1]pentane
(BCP)
framework
has
identified
a
promising
candidate.
It
being
utilized
bioisostere
aryl,
tert-butyl,
alkynes,
etc.
Now
major
precursor
various
BCP
derivatives
[1.1.1]propellane
functionalization
drawn
widespread
attention
organic
chemist
community.
Over
past
two
decades,
use
visible
light
synthesis
rapidly
gained
popularity,
it
represents
one
most
approaches
aligned
with
principles
green
sustainable
chemistry,
several
interesting
papers
covering
photocatalytic
difunctionalization
also
published
decade.
This
particular
field
really
attracted
That
why
we
decided
compile
review
article
articles
related
under
conditions.
Here
review,
categorized
discussed
three
categories,
namely
i)
without
using
any
catalyst,
ii)
organocatalysts,
iii)
metal
catalysts
deeper
understanding
key
aspects
these
transformations.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 9, 2025
Direct
benzylic
C-H
carboxylation
stands
as
a
high
atom
economy,
efficient,
and
convenient
route
for
the
synthesis
of
valuable
carboxylic
acids,
which
are
great
significance
in
many
pharmaceuticals
bioactive
molecules.
However,
inherent
inertness
both
bonds
carbon
dioxide
presents
challenge
further
transformations.
Herein,
we
report
our
efforts
to
overcome
this
obstacle
via
halide-promoted
linear
paired
electrolysis
generate
various
acids.
Remarkably,
process
is
transition-metal-
base-free,
making
it
environmentally
benign
cost-effective.
Besides,
suitable
constructing
wide
range
primary,
secondary,
tertiary
acids
under
mild
reaction
conditions,
demonstrating
broad
substrate
scopes
good
functional
group
tolerance.
Furthermore,
protocol
enables
direct
some
drug
molecules,
including
Flurbiprofen,
Ibuprofen,
Naproxen,
facilitates
late-stage
modification
complex
compounds,
showcasing
practical
application
synthetic
chemistry
underscores
its
potential
advance
related
compounds.
Helvetica Chimica Acta,
Journal Year:
2024,
Volume and Issue:
107(2)
Published: Feb. 1, 2024
Abstract
Functionalized
cubanes
are
attractive
scaffolds
for
medicinal
chemists
as
they
bioisosteres
of
benzene
rings.
The
replacement
a
ring
by
cubane,
in
bioactive
compound,
can
have
beneficial
effect
on
the
biological
activity
such
compound.
Thus,
design
new
molecular
cubyl
building
blocks
is
importance.
In
this
review,
we
will
focus
functionalization
creating
C−C,
C−heteroatom
bonds
e.
g.
C−N,
C−O,
C−B,
C−P
and
C−S
bonds.
Different
methods
reported
involving
organometallics,
radicals,
ionic
species.
Mechanisms
included
when
relevant.
