The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(15), P. 10614 - 10623
Published: July 25, 2024
A
photocatalyst-free
and
EDA
complex-enabled
radical
cascade
cyclization
reaction
of
inactive
alkenes
with
bromodifluoroacetamides
was
reported
for
the
divergent
synthesis
fluorine-containing
tetralones
quinazolinones.
In
this
transformation,
persulfates
as
electron
donors
difluoro
bromamide
acceptors
generate
complex.
This
is
a
promising
photochemical
method
advantages
such
mild
conditions,
simple
operation,
being
metal-free,
excellent
functional
group
tolerance.
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
14(8), P. 6247 - 6258
Published: April 10, 2024
Aryl-substituted
bicyclo[1.1.1]pentane
(BCP-aryl)
derivatives
represent
the
most
important
bioisosteres
of
biaryl
scaffolds
and
widely
exist
in
numerous
complex
pharmaceutical
molecules.
The
current
synthetic
method
limitations
using
only
tertiary
radical
precursors,
prefunctionalized
heteroarenes,
toxic
transition
metals,
expensive
photocatalysts
make
it
urgent
to
develop
a
more
simple
practical
protocol.
To
confront
enrich
Minisci-type
chemistry,
herein,
we
disclose
photocatalytic
multicomponent
reaction
for
synthesis
various
(halo)alkyl
BCP-aryls
[1.1.1]propellane,
alkyl
halides,
unfunctionalized
heteroarenes
as
starting
materials.
Diverse
kinds
radicals
(primary,
secondary,
carbons)
derived
from
chlorides,
bromides,
fluoroalkyl
iodides
are
very
compatible
this
transformation.
practicability
is
additionally
boosted
by
product
derivatizations
late-stage
functionalization
pharmaceutically
relevant
mechanistic
studies
demonstrate
that
relay
mechanism
initiated
consecutive
photoinduced
electron
transfer
(ConPET)
process
operation.
We
anticipate
methodology
would
act
useful
tool
biaryl-type
drug
derivatives,
ultimately
resulting
great
utility
discovery
program.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 9, 2025
In
this
study,
a
novel
approach
that
combines
photoinduced
electron
transfer
(ET)
with
hydrogen
atom
(HAT)
has
been
introduced
for
the
selective
β-C(sp3)–H
pyridination
of
carbonyl
compounds.
This
method
is
notable
its
absence
transition
metals
and
ability
to
function
under
benign
reaction
conditions,
resulting
in
range
pyridinated
derivatives
consistently
moderate
good
yields.
The
significance
technique
further
underscored
by
potential
late-stage
functionalization
pharmaceutically
significant
molecules.
Mechanistic
investigations
confirmed
proceeds
via
radical-mediated
pathway.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
27(10), P. 2526 - 2531
Published: March 5, 2025
Herein,
we
introduce
an
efficient
and
straightforward
strategy
for
the
selective
C-H
esterification
alkylation
of
quinoxalin-2(1H)-ones
with
aldehydes.
A
key
feature
our
study
is
ability
to
perform
both
using
different
types
The
reaction
system
highly
compatible
a
range
aldehydes,
yielding
C3-esterified
C3-alkylated
products
in
moderate-to-good
yields.
applicability
this
approach
further
enhanced
by
its
scalability
through
continuous-flow
synthesis,
late-stage
modification
significant
molecules,
product
derivatization.
Our
mechanistic
investigations
reveal
radical
relay
mechanism,
triggered
hydrogen
atom
transfer
process.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(47), P. 8451 - 8456
Published: Nov. 16, 2023
The
three-component
reactions
of
enaminones,
disulfides,
and
alcohols
for
the
synthesis
polyfunctionalized
alkenes
have
been
realized
via
C-H
C-N
bond
transformation
on
enaminones.
proceed
in
a
novel
"alkene-to-alkene"
difunctionalization
mode
without
using
any
transition
metal.
application
alkene
products
divergent
sulfenyl
heteroaryls,
including
sulfenylated
pyrazoles,
pyrimidines,
isoxazoles,
simple
annulation
has
also
verified.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(6), P. 4113 - 4119
Published: March 6, 2024
The
first
example
of
an
electrochemical
multicomponent
synthesis
selenium-containing
compounds
with
inexpensive
and
abundant
elemental
selenium
as
the
selenating
reagent
was
developed.
A
variety
selenazol-2-amines
were
constructed
in
high
yields
good
functional
group
tolerance
under
metal-free
chemical
oxidant-free
conditions.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
This
study
describes
a
pioneering
visible-light-induced
phosphine-catalyzed
halogen-atom
transfer
(XAT)
strategy
that
heralds
new
era
in
the
difunctionalization
of
[1.1.1]propellane.
