Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 28, 2024
Abstract
Methods
enabling
direct
C−H
alkylation
of
heterocycles
are
fundamental
importance
in
the
late‐stage
modification
natural
products,
bioactive
molecules,
and
medicinally
relevant
compounds.
However,
there
is
a
scarcity
general
strategy
for
variety
using
commercially
available
alkyl
surrogates.
We
report
an
operationally
simple
palladium‐catalyzed
halides
under
visible
light
irradiation
with
good
scalability
functional
group
tolerance.
Our
studies
suggest
that
photoinduced
proceeds
through
cascade
events
comprising,
site‐selective
radical
addition,
base‐assisted
deprotonation,
oxidation.
A
combination
experiments
computations
was
employed
generalization
this
strategy,
which
successfully
translated
towards
products
pharmaceuticals.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(18), P. 5278 - 5305
Published: Jan. 1, 2024
This
review
summarizes
the
latest
methodological
advances
in
photocatalytic
C(sp
3
)–H
functionalization,
with
a
particular
emphasis
on
formation
of
C–P,
C–B,
C–S
bonds,
etc
.,
and
some
prominent
efforts
asymmetric
C–H
functionalization.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 28, 2024
Methods
enabling
direct
C-H
alkylation
of
heterocycles
are
fundamental
importance
in
the
late-stage
modification
natural
products,
bioactive
molecules,
and
medicinally
relevant
compounds.
However,
there
is
a
scarcity
general
strategy
for
variety
using
commercially
available
alkyl
surrogates.
We
report
an
operationally
simple
palladium-catalyzed
halides
under
visible
light
irradiation
with
good
scalability
functional
group
tolerance.
Our
studies
suggest
that
photoinduced
proceeds
through
cascade
events
comprising,
site-selective
radical
addition,
base-assisted
deprotonation,
oxidation.
A
combination
experiments
computations
was
employed
generalization
this
strategy,
which
successfully
translated
towards
products
pharmaceuticals.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 2, 2025
Continuous
pressure
to
shorten
synthetic
sequences
along
with
the
concomitant
expansion
of
scope
makes
use
alkyl
bromides,
chlorides,
and
oxygen
based
leaving
groups-
which
are
abundant
readily
available
feedstocks,
highly
attractive
for
C-C
bond
synthesis.
However,
selective
activation
these
bonds
generate
radical
intermediates
remains
challenging
is
generally
unfeasible
using
traditional
strategies.
Herein,
we
report
a
dual
catalytic
strategy
access
primary,
secondary,
tertiary
radicals
from
respective
chlorides
as
well
primary
tosylates
trifluoroacetates.
While
method
relies
on
visible
light
photocatalyst
facilitate
electron
transfer,
reduction
potentials,
substrates
not
expected
be
reduceable,
yet
they
reduced
in
presence
lutidine.
Ultimately,
our
investigation
revealed
that
lutidine
was
precatalyst
ultimately
led
lutidinium
iodide
salt
served
critical
cocatalyst
resulted
improved
reaction
profiles.
Our
studies
two
roles
salts
play
made
it
possible
engage
otherwise
unreactive
substrates:
nucleophilic
exchange
halogen
atom
transfer
by
radical.
In
short,
this
work
converts
unactivated
tosylates,
trifluoroacetates
can
used
formation
without
need
preactivation─effectively
expediting
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 10, 2025
A
trifluoromethylpyridylation
of
unactivated
alkenes
in
aqueous
solution
under
open
air
is
reported.
This
process
allows
the
incorporation
trifluoromethyl
and
construction
pyridines
annulated
to
saturated
cycles
via
an
intramolecular
Minisci
reaction
using
Langlois'
reagent
(CF3SO2Na)
as
a
source.
Extrusion
from
not
required.
broad
functional
group
tolerance
observed.
series
five-,
six-,
seven-membered
are
obtained,
exhibiting
great
potential
application
preparation
diversified
pyridines.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 26, 2025
The
first
example
of
heterogeneous
photoredox-catalyzed
fluoroalkylation
4H-pyrido[1,2-a]pyrimidin-4-ones
has
been
developed.
With
low-cost
commercial
g-C3N4
as
the
recyclable
photocatalyst
and
cheap
sodium
fluoroalkyl
sulfonates
source,
a
variety
fluoroalkylated
pyridopyrimidinones
were
constructed
in
moderate
to
high
yields.
present
reaction
can
be
easily
scaled
up
with
good
efficiency,
catalytic
system
reused
5
times
slight
loss
activities.
Furthermore,
biological
activity
synthesized
compounds
was
preliminarily
investigated.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 27, 2025
In
this
work,
we
developed
a
general
catalytic
strategy
that
allows
Minisci
C-H
alkylation
of
variety
heterocycles
using
unactivated
alkyl
halide
as
an
radical
source
under
visible
light
photocatalysis.
Mild
reaction
conditions,
employing
4CzIPN
organophotocatalyst
and
aerial
oxygen
green
terminal
oxidant,
broad
scope,
good
functional
group
tolerance,
late-stage
bioactive
pharmaceutically
relevant
molecules
are
advantages
the
protocol.
Preliminary
mechanistic
studies
indicate
involvement
α-amino
further
our
conditions.
Synthesis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: July 29, 2024
Abstract
The
Minisci
reaction,
which
has
been
around
for
more
than
five
decades,
is
still
the
preferred
tool
straightforward
alkylation
of
basic
heteroarenes.
recent
developments
in
photocatalysis
have
opened
novel
pathways
radical
generation
under
milder
and
sustainable
conditions.
Implementing
this
approach
into
reaction
renewed
interest
transformation,
attractive
per
se
Medicinal
Chemistry.
Aspects
such
as
sacrificial
oxidants,
catalysts,
specific
conditions
should
be
carefully
examined
to
evaluate
practicability
protocol.
This
short
review
focuses
on
advances
(2020
February
2024)
photoinduced
Minisci-type
reactions,
emphasizing
sustainability.
1
Introduction
2
Using
Noble-Metal-Based
Photocatalysts
3
Noble-Metal-Free
Methods
Sacrificial
Oxidants
4
Without
5
Conclusions
Perspectives
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(35), P. 7447 - 7451
Published: Aug. 24, 2024
The
merging
of
electrochemistry
and
photocatalysis
allowed
the
required
selectivity
for
hydroxymethylation
functionalized
azaarenes
with
methanol,
including
bioactive
substrates.
two
electrophotocatalytic
protocols
developed
in
this
work
address
transformation,
using
nontoxic
readily
available
reagents
under
mild
reaction
conditions
electricity
as
only
"sacrificial
oxidant".
The
merge
of
electrochemistry
and
photocatalysis
allowed
the
required
selectivity
for
hydroxymethylation
functionalized
azaarenes
with
methanol,
including
bioactive
substrates.
two
electrophotocatalytic
protocols
developed
in
this
work
address
transformation,
using
non-toxic
readily
available
reagents
under
mild
reaction
conditions
electricity
as
only
“sacrificial
oxidant.”
