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.
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(14), P. 9392 - 9403
Published: June 30, 2023
Photoredox
catalysis
(PRC)
has
gained
enormous
and
wide-ranging
interest
in
recent
years
but
also
been
subject
to
significant
mechanistic
uncertainty,
even
controversy.
To
provide
a
method
by
which
the
missing
understanding
can
begin
be
filled
in,
we
demonstrate
herein
that
it
is
possible
isolate
as
authentic
materials
one-electron
reduction
products
of
representative
PRC
catalysts
(PCs).
Specifically,
KC8
both
9,10-dicyanoanthracene
naphthalene
monoamide
derivative
presence
cryptand
provides
convenient
access
corresponding
[K(crypt)+][PC·-]
salts
clean
fully
characterized
techniques
including
EPR
XRD.
Because
PC·-
states
are
key
intermediates
reactions,
such
isolation
allows
for
highly
controlled
study
these
anions'
specific
reactivity
hence
their
roles.
As
demonstration
this
principle,
show
used
conveniently
interrogate
mechanisms
recent,
high-profile
"conPET"
"e-PRC"
currently
acute
Using
very
simple
experiments,
able
striking
insights
into
reactions'
underlying
observe
surprising
levels
hidden
complexity
would
otherwise
have
challenging
identify
emphasize
care
control
needed
when
interrogating
interpreting
mechanisms.
These
studies
foundation
far
broader
range
questions
around
conPET,
e-PRC,
other
reaction
future,
using
same
strategy
isolation.
Green Chemistry,
Journal Year:
2024,
Volume and Issue:
26(7), P. 4199 - 4208
Published: Jan. 1, 2024
A
new
photoelectrocatalytic
mode
permits
the
synthesis
of
polycyclic
pyrimidin-4-ones
through
dehydrogenative
cyclization
malonates
with
unactivated
alkenes.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(16), P. 2863 - 2867
Published: April 17, 2023
CBZ6,
a
redox-neutral
non-donor-acceptor-type
organo-photocatalyst,
presents
strong
reductive
potential
with
an
oxidative
of
-2.16
V
(vs
SCE).
It
can
work
as
photosensitizer
for
both
single-electron
transfer
and
triplet
energy
processes.
This
feature
enables
site-selective
control
in
the
intramolecular
hydroarylation
acrylamides.
Both
5-exo-trig
6-endo-trig
cyclization
products
could
be
prepared
regiospecfically
under
mild
conditions.
No
transition
metal,
halogen-containing
reagents,
or
additional
reductant
oxidant
is
involved.
process
provides
concise
environmentally
sustainable
access
to
series
oxindoles
dihydroquinolinones.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(18), P. 2556 - 2559
Published: Jan. 1, 2024
3-(2-Isocyanophenyl)quinazolin-4(3
H
)-ones
were
designed
and
synthesized
as
new
building
units
for
the
construction
of
novel
quinoxalino[2,1-
b
]quinazolinones
under
mild,
photocatalytic
metal-free
conditions.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(37), P. 4902 - 4905
Published: Jan. 1, 2024
Dearomatizative
cyclization
of
indoles:
a
novel
synthetic
method
for
pyrrolo[1,2-
]indole
derivatives
through
visible-light-induced
cascade
dearomatizative
indoles
with
external
nucleophiles
has
been
developed.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: June 2, 2025
A
visible-light-induced
Minisci-type
three-component
aerobic
cross-dehydrogenative
coupling
(CDC)
reaction
of
quinoxalinones
with
styrenes
and
acetophenones
is
described.
The
catalytic
electron
donor-acceptor
(EDA)
complexation
TMSCl
found
to
be
the
key
for
oxygen
activation,
which
initiates
oxidative
radical
formation
under
photocatalyst-free
conditions.
This
protocol
provides
facile
efficient
access
structurally
valuable
highly
functionalized
generally
high
chemoselectivity
moderate
good
yields.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(19), P. 3585 - 3589
Published: May 8, 2023
Here,
we
report
a
photocatalytic
charge-transfer
complex
(CTC)
strategy
for
one
electron
reduction
of
alkenes
using
thiolate
as
catalytic
donor.
This
CTC
system
could
engage
hydroarylation
both
activated
and
unactivated
the
synthesis
various
heterocycles.
The
reactions
do
not
require
any
photocatalysts
or
acids
are
easy
to
perform.
Mechanistic
studies
revealed
formation
between
alkene.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(24), P. 17511 - 17520
Published: Nov. 29, 2023
Despite
the
widespread
applications
of
sulfoximines,
green
and
efficient
access
to
functionalized
sulfoximines
remains
a
challenge.
By
employing
an
electrochemical
strategy,
we
describe
approach
for
construction
N-aroylsulfoximines,
which
features
broad
substrate
scope,
mild
reaction
conditions,
safety
on
gram
scale,
no
need
external
oxidant
transition
metal
catalysts.
