Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(51), P. 9386 - 9391
Published: Dec. 16, 2022
Herein,
we
describe
a
methodology
to
construct
polycyclic
pyrrolophenanthridones
with
an
(amino)alkyl
side
chain
that
involves
visible-light-induced
decarboxylative
radical
addition
for
the
intermolecular
dearomatization
of
indoles
and
subsequent
photoinduced
C(sp2)-X
bond
activation
via
photoexcited
ketones
intramolecular
cyclization
cascade.
Carboxylic
acids
serve
both
as
source
toward
indole
reductants
initiate
electron
transfer
N-acylindole
derivatives
in
reaction
pyrrolophenantridone
skeletons,
which
occurs
under
mild
conditions
good
functional
group
tolerance.
Chemical Society Reviews,
Journal Year:
2021,
Volume and Issue:
50(13), P. 7587 - 7680
Published: Jan. 1, 2021
Organic
compounds
that
show
Thermally
Activated
Delayed
Fluorescence
(TADF)
have
become
wildly
popular
as
next
generation
emitters
in
organic
light-emitting
diodes
(OLEDs),
but
since
2016,
received
significant
and
increasing
attention
photocatalysts.
Journal of the American Chemical Society,
Journal Year:
2022,
Volume and Issue:
144(16), P. 7072 - 7079
Published: March 22, 2022
The
2,3-dihydrobenzofuran
scaffold
is
widely
found
in
natural
products
and
biologically
active
compounds.
Herein,
dearomatizing
2,3-fluoroaroylation
of
benzofurans
with
aroyl
fluorides
as
bifunctional
reagents
to
access
2,3-difunctionalized
dihydrobenzofurans
reported.
reaction
that
occurs
by
cooperative
NHC/photoredox
catalysis
provides
3-aroyl-2-fluoro-2,3-dihydrobenzofurans
moderate
good
yield
high
diastereoselectivity.
Cascades
proceed
via
radical/radical
cross-coupling
a
benzofuran
radical
cation
generated
the
photoredox
cycle
neutral
ketyl
formed
through
NHC
cycle.
redox-neutral
transformation
exhibits
broad
substrate
scope
functional
group
compatibility.
With
anhydrides
reagents,
aroyloxyacylation
achieved
strategy
can
also
be
applied
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.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(2), P. 467 - 472
Published: Jan. 5, 2024
Disclosed
here
is
a
visible-light
photoredox-catalyzed
intermolecular
sequential
α-aminomethyl/carboxylative
dearomatization
of
indoles
with
CO2
and
α-aminoalkyl
radical
precursors,
affording
series
functionalized
indoline-3-carboxylic
acids
lactams
in
good
yields
high
regioselectivity.
This
multicomponent
reaction
provides
green
facile
method
for
the
synthesis
diverse
indolines
by
using
as
carboxylic
carbonyl
source.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(30)
Published: May 18, 2023
The
rapid
preparation
of
complex
three-dimensional
(3D)
heterocyclic
scaffolds
is
a
key
challenge
in
modern
medicinal
chemistry.
Despite
the
increased
probability
clinical
success
for
small
molecule
therapeutic
candidates
with
3D
complexity,
new
drug
targets
remain
dominated
by
flat
molecules
due
to
abundance
coupling
reactions
available
their
construction.
In
principle,
heteroarene
hydrofunctionalization
offer
an
opportunity
transform
readily
accessible
planar
into
more
three-dimensionally
analogs
through
introduction
single
molecular
vector.
Unfortunately,
dearomative
limited.
Herein,
we
report
strategy
enable
hydrocarboxylation
indoles
and
related
heterocycles.
This
reaction
represents
rare
example
that
meets
numerous
requirements
broad
implementation
discovery.
transformation
highly
chemoselective,
scope,
operationally
simple,
amenable
high-throughput
experimentation
(HTE).
Accordingly,
this
process
will
allow
existing
libraries
heteroaromatic
compounds
be
translated
diverse
exploration
classes
medicinally
relevant
molecules.
Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
53(12), P. 6600 - 6624
Published: Jan. 1, 2024
Dearomatization
has
emerged
as
a
powerful
tool
for
rapid
construction
of
3D
molecular
architectures
from
simple,
abundant,
and
planar
(hetero)arenes.
The
field
evolved
beyond
simple
dearomatization
driven
by
new
synthetic
technology
development.
With
the
renaissance
photocatalysis
expansion
activation
mode,
last
few
years
have
witnessed
impressive
developments
in
innovative
photochemical
methodologies,
enabling
skeletal
modifications
dearomatized
structures.
They
offer
truly
efficient
useful
tools
facile
highly
complex
structures,
which
are
viable
natural
product
synthesis
drug
discovery.
In
this
review,
we
aim
to
provide
mechanistically
insightful
overview
on
these
innovations
based
degree
alteration,
categorized
into
dearomative
functionalization
editing,
highlight
their
utilities.
The Chemical Record,
Journal Year:
2023,
Volume and Issue:
23(10)
Published: June 5, 2023
Abstract
α‐Amino
acids
have
been
widely
recognized
as
environmental‐benign
and
non‐fossil
carbon
sources
both
in
biological
synthetic
chemistry.
In
recent
years,
with
the
remarkable
development
of
visible‐light
photocatalysis
organic
synthesis,
α‐amino
acid
its
derivatives
received
tremendous
attention
radical
precursors
via
photocatalyzed
decarboxylation,
thus
realizing
diverse
aminoalkylated
transformations
or
constructions
novel
N
‐bearing
heterocyclic
motifs
by
taking
advantage
‐atoms
from
acid.
This
review
aims
to
provide
a
comprehensive
update
on
exploitation
visible
light
photocatalysis,
particular
emphasis
types
employed
their
distinct
mechanisms
applied
wherein.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(22)
Published: April 16, 2024
Abstract
In
this
study,
we
present
an
efficient
and
straightforward
dearomative
hydroalkylation
of
indoles.
By
utilizing
alkanes
or
ethers
as
alkyl
radical
sources
employing
TBADT
a
cost‐effective
photocatalyst
for
direct
hydrogen
atom
transfers
(HAT),
achieved
successful
conversion
these
heterocyclic
derivatives
into
2‐alkylindolines
with
good
to
excellent
yields
high
diastereoselectivity
under
mild
reaction
conditions.
RSC Advances,
Journal Year:
2025,
Volume and Issue:
15(10), P. 7383 - 7471
Published: Jan. 1, 2025
Thermally
Activated
Delayed
Fluorescence
(TADF)
materials
have
emerged
as
a
revolutionary
class
of
functional
compounds,
driven
by
their
unique
ability
to
utilize
excitons
from
both
singlet
and
triplet
states
for
efficient
fluorescence
emission.
This
manuscript
provides
an
overview
recent
innovations
in
TADF
material
design,
focusing
on
molecular
strategies
achieve
optimal
properties,
including
small
singlet-triplet
energy
gaps
(ΔE
ST)
high
photoluminescence
quantum
yields.
We
explore
the
diverse
applications
materials,
spanning
OLEDs,
biomedical
imaging,
photosensitizers,
photocatalysis,
UV
photodetectors
(UVOPDs),
electrogenerated
chemiluminescence,
triplet-triplet
annihilation
(TTA)
sensitizers,
organic
hybrid
microwire
radial
heterojunctions,
multicolor
luminescent
micelles,
mechano-luminescence
(ML),
light-emitting
electrochemical
cells
(LEECs),
fluorescent
probes.
The
integration
these
technologies
highlights
potential
enhance
performance
efficiency.
Through
this
review,
we
aim
elucidate
fundamental
principles
governing
behavior
present
forward-looking
perspective
synthetic
methodologies
new,
versatile
materials.
