Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 30, 2024
Abstract
Herein,
we
report
a
multidimensional
screening
strategy
to
discover
Electron
Donor‐Acceptor
(EDA)
complex
photochemical
reactions
using
only
simple
photographic
devices,
such
as
webcams
or
cellphones,
combined
with
TLC
analysis.
An
algorithm
was
designed
automatically
identify
EDA‐complex
reactive
mixtures
in
solution
by
processing
digital
images
from
96‐well
microplate,
alongside
results.
The
code
detects
the
absorption
region
of
mixture
visible
spectrum
and
quantifies
color
changes
through
grayscale
values.
Integrated
automatic
analysis
further
classifies
colorimetric
reactions,
non‐reactive,
potentially
EDA
complexes.
Leveraging
this
platform,
have
developed
new
EDA‐mediated
approach
synthesize
iminophosphoranes
yields
up
90%.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(38), С. 20716 - 20732
Опубликована: Сен. 15, 2023
The
concept
of
strain
in
organic
compounds
is
as
old
modern
chemistry
and
was
initially
introduced
to
justify
the
synthetic
setbacks
along
synthesis
small
ring
systems
(pars
construens
strain).
In
last
decades,
chemists
have
developed
an
arsenal
strain-release
reactions
destruens
strain)
which
can
generate─with
significant
driving
force─rigid
aliphatic
that
act
three-dimensional
alternatives
(hetero)arenes.
Photocatalysis
added
additional
dimension
processes
by
leveraging
energy
photons
create
chemical
complexity
under
mild
conditions.
This
perspective
presents
latest
advancements
photocatalysis─with
emphases
on
mechanisms,
catalytic
cycles,
current
limitations─the
unique
architectures
be
produced,
possible
future
directions.
Nature Communications,
Год журнала:
2024,
Номер
15(1)
Опубликована: Янв. 10, 2024
Abstract
Bioisosteric
design
has
become
an
essential
approach
in
the
development
of
drug
molecules.
Recent
advancements
synthetic
methodologies
have
enabled
rapid
adoption
this
strategy
into
discovery
programs.
Consequently,
conceptionally
innovative
practices
would
be
appreciated
by
medicinal
chemistry
community.
Here
we
report
expeditous
method
for
synthesizing
aryl
difluoromethyl
bicyclopentane
(ADB)
as
a
bioisostere
benzophenone
core.
This
involves
merger
light-driven
C−F
bond
activation
and
strain-release
under
catalysis
newly
designed
N
-anionic-based
organic
photocatalyst.
defluorinative
coupling
methodology
enables
direct
conversion
wide
variety
commercially
available
trifluoromethylaromatic
bonds
(more
than
70
examples)
corresponding
bicyclo[1.1.1]pentanes
(BCP)
arenes/difluoromethyl
BCP
boronates
single
step.
The
can
also
applied
to
[3.1.1]and
[4.1.1]propellane
systems,
providing
access
analogues
with
different
geometries.
Moreover,
successfully
used
protocol
rapidly
prepare
ADB-substituted
bioactive
molecule
Adiporon.
Biological
testing
shown
that
ADB
scaffold
potential
enhance
pharmacological
properties
benzophenone-type
candidates.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(14)
Опубликована: Янв. 5, 2024
Bicycloalkanes,
cubanes
and
their
structural
analogues
have
emerged
as
bioisosteres
of
(hetero)arenes.
To
meet
increasing
demand,
the
chemical
community
has
developed
a
plethora
novel
synthetic
methods.
In
this
review,
we
assess
progress
made
in
field
light-driven
construction
functionalization
such
relevant
molecules.
We
focused
on
diverse
targets,
well
reaction
processes
giving
access
to:
(i)
[1.1.1]-bicyclopentanes
(BCPs);
(ii)
[2.2.1]-bicyclohexanes
(BCHs);
(iii)
[3.1.1]-bicycloheptanes
(BCHeps);
(iv)
cubanes;
other
structurally
related
scaffolds.
Finally,
future
perspectives
dealing
with
identification
manifolds
to
new
functionalized
bioisosteric
units
are
discussed.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(48), С. 25954 - 25961
Опубликована: Ноя. 27, 2023
Herein
we
present
the
first
method
for
synthesis
of
bicyclo[1.1.1]pentyl
(BCP)
alkyl
ethers
from
alcohols.
The
reaction
uses
BCP–thianthrenium
reagents
and
is
catalyzed
by
a
dual
copper/photoredox
catalyst
system.
Unlike
known
alkylations
tertiary
alcohols
via
carbocation
intermediates,
our
Cu-mediated
radical
process
circumvents
labile
BCP
carbocations.
approach
demonstrates
broad
tolerance
functional
groups
when
applied
to
primary,
secondary,
even
In
addition,
highlight
utility
this
in
late-stage
functionalizations
both
natural
products
pharmaceuticals
as
well
rapid
construction
analogs
that
would
otherwise
be
difficult
access.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(18)
Опубликована: Янв. 6, 2024
Hydroxytrifluoroethyl
and
trifluoroacetyl
groups
are
of
utmost
importance
in
biologically
active
compounds,
but
methods
to
tether
these
motifs
organic
architectures
have
been
limited.
Typically,
the
preparation
compounds
relied
on
use
strong
bases
or
multistep
routes.
The
renaissance
radical
chemistry
photocatalytic,
transition
metal
mediated,
hydrogen
atom
transfer
(HAT)
processes
allowed
installation
medicinally
relevant
fluorinated
motifs.
This
review
provides
an
overview
available
for
direct
synthesis
hydroxytrifluoroethyl-
trifluoroacetyl-derived
governed
by
single-electron
processes.
JACS Au,
Год журнала:
2025,
Номер
5(2), С. 466 - 485
Опубликована: Фев. 7, 2025
Fluorinated
molecules
are
of
paramount
importance
because
their
unique
properties.
As
a
result,
the
search
for
innovative
approaches
to
synthesis
this
class
compounds
has
been
relentless
over
years.
Among
these,
combination
photocatalysis
and
organofluorine
chemistry
turned
out
be
an
effective
partnership
access
unattainable
fluorinated
molecules.
This
Perspective
provides
overview
recent
advances
in
synthesizing
via
organophotoredox-catalyzed
defluorination
process
from
trifluoromethylated
compounds.
It
encompasses
preparation
difluoromethylated
(hetero)arenes,
amides,
esters
as
well
gem-difluoroalkene
derivatives
using
C(sp3)–F
bond
activation
or
β-fragmentation.
will
highlight
remaining
challenges
discuss
future
research
opportunities.
Chemical Science,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
Herein,
we
report
a
metal-free
divergent
visible-light
driven
method
for
the
synthesis
of
fluorinated
sulfoximines.
Both
olefins
and
propellanes
efficiently
undergo
difluorosulfoximination
with
yields
up
to
77%
(65
examples).
The...
