The
atom
transfer
radical
addition
(ATRA)
reaction
is
defined
as
a
method
for
introducing
halogenated
compounds
into
alkenes
via
mechanism.
In
this
study,
we
present
an
ATRA
approach
achieving
regioselective
functionalization
of
quinoxalin-2(1H)-ones
by
activating
C-Br
bonds
CBr4,
and
subsequent
trihaloalkyl-carbofunctionalization
styrenes
employing
the
9-mesityl-10-methylacridinium
perchlorate
(Fukuzumi)
photocatalyst
under
3W
blue
LED
(450-470
nm)
irradiation.
This
three-component
cascade
process
demonstrates
remarkable
efficiency
in
synthesis
1-methyl-3-(3,3,3-tribromo-1-(4-chlorophenyl)propyl)quinoxalin-2(1H)-one
derivatives.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 16, 2024
A
visible-light-induced
method
for
the
hydrodichloromethylation
of
unactivated
alkenes
using
chloroform
(CHCl3)
was
developed,
employing
pyridine·BH3
as
halogen
atom
transfer
(XAT)
reagent.
The
strategy
showed
a
broad
functional
group
tolerance,
and
29
examples
alkenes,
including
complex
natural
products
or
drug
derivatives,
have
been
established
with
good
yields.
Mechanistic
studies
indicated
that
CHCl3
serves
both
source
dichloromethyl
radical
hydrogen
(HAT)
reagent,
borane
short-chain
reaction
process
involved
in
this
system.
This
represents
novel
approach
without
an
additional
HAT
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 18, 2024
We
herein
report
a
photochemical
Truce–Smiles
rearrangement
reaction
of
N-sulfinyl
acrylamides
with
bromodifluoroacetamides
resulting
in
the
synthesis
series
aryl
difluoroglutaramides
moderate
to
good
yields.
The
asymmetric
using
chiral
sulfinamides
produced
quaternary
carbon-centered
glutaramide
products
modest
enantioselectivity.
This
protocol
effectively
complements
previous
methods
involving
N-sulfonyl
acrylamides.
The
atom
transfer
radical
addition
(ATRA)
reaction
is
defined
as
a
method
for
introducing
halogenated
compounds
into
alkenes
via
mechanism.
In
this
study,
we
present
an
ATRA
approach
achieving
regioselective
functionalization
of
quinoxalin-2(1H)-ones
by
activating
C-Br
bonds
CBr4,
and
subsequent
trihaloalkyl-carbofunctionalization
styrenes
employing
the
9-mesityl-10-methylacridinium
perchlorate
(Fukuzumi)
photocatalyst
under
3W
blue
LED
(450-470
nm)
irradiation.
This
three-component
cascade
process
demonstrates
remarkable
efficiency
in
synthesis
1-methyl-3-(3,3,3-tribromo-1-(4-chlorophenyl)propyl)quinoxalin-2(1H)-one
derivatives.
