Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(22), P. 4660 - 4665
Published: May 24, 2024
The
cyclic
compounds
have
wide
applications
in
the
design
and
synthesis
of
drugs
materials;
thus,
their
efficient
construction
attracts
much
attention
from
synthetic
community.
In
this
letter,
we
report
an
method
for
preparing
starting
readily
available
carboxylic
acids.
This
reaction
takes
place
through
intramolecular
decarbonylative
sp2
C–H
arylation,
enabling
a
range
five-
six-membered
compounds.
Both
carbo-
heterocycles
can
be
produced
under
conditions.
Moreover,
features
substrate
scope
with
high
functional
group
tolerance.
scale-up
experiments
also
show
its
practicality
organic
synthesis.
Those
experimental
results
indicate
that
would
find
Chemical Reviews,
Journal Year:
2021,
Volume and Issue:
122(3), P. 3180 - 3218
Published: Nov. 19, 2021
Synthetic
organic
electrosynthesis
has
grown
in
the
past
few
decades
by
achieving
many
valuable
transformations
for
synthetic
chemists.
Although
electrocatalysis
been
popular
improving
selectivity
and
efficiency
a
wide
variety
of
energy-related
applications,
last
two
decades,
there
much
interest
to
develop
conceptually
novel
transformations,
selective
functionalization,
sustainable
reactions.
This
review
discusses
recent
advances
combination
electrochemistry
homogeneous
transition-metal
catalysis
synthesis.
The
enabling
mechanistic
studies
are
presented
alongside
advantages
as
well
future
directions
address
challenges
metal-catalyzed
electrosynthesis.
Chemical Society Reviews,
Journal Year:
2022,
Volume and Issue:
51(4), P. 1415 - 1453
Published: Jan. 1, 2022
This
review
summarizes
recent
progress
on
using
carboxylic
acids
directly
as
convenient
precursors
for
the
1,4-radical
conjugate
addition
(Giese)
reaction.
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.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(24), P. 4359 - 4391
Published: Nov. 7, 2023
Abstract
Amide
bond
construction
has
garnered
significant
interest
in
recent
decades
due
to
amides
being
one
of
the
most
prevalent
functional
groups
among
bioactive
molecules.
Out
thirty‐seven
new
drugs
approved
by
FDA
2022,
eleven
are
small
molecules
containing
at
least
amide
bond.
Additionally,
there
nineteen
large
as
drugs,
some
which
have
peptide
structures,
and
therefore,
also
bear
bonds.
In
years,
multiple
teams
embraced
challenge
developing
more
efficient
methods
for
formation.
This
dedication
led
numerous
publications
appearing
monthly
prestigious
journals,
showcasing
advancements
this
field.
The
primary
goal
review
is
present
viable
strategies
constructing
It
crucial
differentiate
between
formation
synthesis;
hence,
focus
on
describing
specific
forming
C(O)−N
particular,
concentrates
developed
within
last
six
years.
There
a
particular
emphasis
approaches
that
consider
thought
process
when
selecting
starting
materials
groups.
approach
ensures
coverage
all
common
chemical
transformations
yield
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(15)
Published: Jan. 30, 2024
Abstract
The
combination
of
achiral
Cp*Rh(III)
with
chiral
carboxylic
acids
(CCAs)
represents
an
efficient
catalytic
system
in
transition
metal‐catalyzed
enantioselective
C−H
activation.
However,
this
hybrid
catalysis
is
limited
to
redox‐neutral
activation
reactions
and
the
adopt
oxidative
remains
elusive
pose
a
significant
challenge.
Herein,
we
describe
development
electrochemical
Cp*Rh(III)‐catalyzed
annulation
sulfoximines
alkynes
enabled
by
acid
(CCA)
operationally
friendly
undivided
cell
at
room
temperature.
A
broad
range
enantioenriched
1,2‐benzothiazines
are
obtained
high
yields
excellent
enantioselectivities
(up
99
%
yield
98
:
2
er).
practicality
method
demonstrated
scale‐up
reaction
batch
reactor
external
circulation.
crucial
intermediate
isolated,
characterized,
transformed,
providing
rational
support
for
Rh(III)/Rh(I)
electrocatalytic
cycle.
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
62(4)
Published: Oct. 24, 2022
Alcohols
and
their
derivatives
are
ubiquitous
versatile
motifs
in
organic
synthesis.
Deoxygenative
transformations
of
these
compounds
often
challenging
due
to
the
thermodynamic
penalty
associated
with
cleavage
C-O
bond.
However,
electrochemically
driven
redox
events
have
been
shown
facilitate
bond
alcohols
either
through
direct
electron
transfer
or
use
mediators
electroactive
catalysts.
Herein,
a
comprehensive
overview
preparative
mediated
protocols
for
activation
functionalization
is
detailed,
including
indirect
electrosynthetic
methods,
as
well
photoelectrochemical
strategies.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(24), P. 4189 - 4230
Published: Dec. 3, 2022
Abstract
In
the
quest
for
sustainable
processes,
selection
of
resources
and
catalysts
is
central
importance.
Carboxylic
acids,
which
are
abundant,
stable
ideally
biobased
feedstocks,
can
be
considered
as
attractive
platforms
towards
a
range
functionalized
molecules.
A
recent
resurgence
photoinduced
ligand‐to‐metal
charge
transfer
(LMCT)
carboxylates
led
to
tremendous
developments
in
field
earth‐abundant
metal
mediated,
visible‐light
induced
(non)‐decarboxylative
transformations
carboxylic
acids.
These
reactions
combine
use
available
starting
materials,
low‐consuming
energy
source
abundant
catalysts.
Besides
these
undeniable
advantages,
they
also
provide
mild,
highly
selective
innovative
conditions
complex
molecule
functionalization.
The
objective
this
review
give
an
overview
advances
LMCT
with
special
focus
on
mechanistic
aspects
transformations.
magnified
image
ACS Catalysis,
Journal Year:
2022,
Volume and Issue:
12(17), P. 10661 - 10667
Published: Aug. 16, 2022
We
report
an
electrophotochemical
metal-catalyzed
strategy
that
harnesses
the
power
of
light
and
electricity
for
radical
decarboxylative
functionalization
aliphatic
carboxylic
acids.
This
environmentally
friendly
protocol
smoothly
converts
a
diverse
array
acids
into
corresponding
alkyl
azides
without
using
chemical
oxidants
or
azido-group
transfer
reagents.
The
visible
energy
electric
can
be
applied
in
spatially
separated
fashion
with
modular
electro-flow-cell
large-scale
synthesis.