Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 5, 2024
Abstract
Given
the
unique
charm
of
dipole
chemistry,
intercepting
N−O=C
dipoles
precisely
generated
by
designed
processes
to
develop
novel
reactivity
has
become
a
seminal
challenge.
The
polar
fragmentation
1,3,2‐dioxazolidine
species
through
radical
addition
excited
nitro(hetero)arenes
alkenes
represents
significantly
underappreciated
mechanism
for
generating
dipoles.
Herein,
we
present
photoinduced
Bartoli
indole
synthesis
oxidative
cleavage
with
nitro(hetero)arenes.
Various
indoles
and
azaindoles
are
constructed
multi‐step
spontaneous
rearrangement
carbonyl
imine
intermediates
species.
Mechanism
studies
DFT
calculations
support
that
reaction
involves
cycloaddition,
ozonolysis‐type
cycloreversion,
intramolecular
H‐shift
imines,
3,3‐sigmatropic
shift
O‐Alkenyl
hydroxylamines,
etc.
implementation
continuous‐
flow
photochemistry,
in
particular,
enhances
efficiency,
thereby
overcoming
obstacles
commercialization
process.
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
14(16), P. 11974 - 11989
Published: July 26, 2024
Photoactive
copper
complexes
have
gained
significant
attention
due
to
their
photocatalytic
activities.
Different
homogeneous
Cu(I)
complexes,
Cu(II)
and
heterogeneous
copper-based
photocatalysts
been
investigated
utilized
in
a
broad
spectrum
of
organic
transformations.
These
applications
span
radical
additions,
C–C
bond
C–heteroatom
cross-couplings,
aerobic
oxidative
reactions,
kinetic
resolutions.
This
review
summarizes
the
advancements
this
dynamic
field
visible-light-induced,
excited-state
copper-catalyzed
reactions
over
recent
years.
It
is
organized
according
type
excited
species
involved
provides
perspective
on
current
future
developments.
Organic Chemistry Frontiers,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
A
general
method
for
accessing
α,β-unsaturated
ketones
through
visible-light
or
sunlight
photoredox-catalyzed
β-selective
acylation
of
alkenes
has
been
developed.
This
review
aims
to
provide
a
comprehensive
overview
of
the
expanding
utility
nitroarenes
and
their
potential
for
future
applications
in
synthetic
organic
chemistry.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 9, 2025
An
anaerobic
1,2-/1,3-hydroxytrifluoromethylation
of
unactivated
alkenes
is
described.
This
reaction
proceeds
in
mild
and
environmentally
friendly
conditions
without
photocatalyst
metal
catalyst,
allowing
access
to
a
wide
range
β-
γ-trifluoromethyl
alcohols.
Preliminary
mechanistic
investigations
indicate
that
the
accomplishment
this
protocol
relies
on
dual
functionality
photoexcited
triplet
nitroarenes,
which
serve
as
oxygen
atom
source
enable
single-electron
transfer
(SET)
process
with
CF
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 26, 2025
Direct
C-N
bond
formation
from
nitroarenes
is
a
valuable
synthetic
tool
for
quick
access
to
aniline
derivatives.
Transformation
via
nitroso
intermediates
could
be
useful
due
their
unique
properties,
but
the
generation
of
nitrosoarenes
in
situ
challenging
tendency
various
side
reactions.
Herein
we
report
photoinduced
reductive
[4
+
2]
cycloaddition
nitroarenes.
The
method
begins
with
reduction
give
by
hydrogen
atom
abstraction
(HAA).
generated
undergo
Diels-Alder
(NDA)
reaction.
key
success
use
N-heterocyclic
carbene
(NHC)
borane,
which
promotes
efficient
HAA,
enabling
NDA
reaction
proceed
without
need
transition
metals,
strong
bases,
or
elevated
temperatures.
developed
conditions
allow
high
functional
group
tolerance,
late-stage
functionalization
and
further
derivatization
biologically
active
compounds.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(20), P. 5876 - 5883
Published: Jan. 1, 2024
A
visible-light-induced
copper-catalyzed
regiodivergent
sulfonylation
of
oxime
esters
with
sodium
sulfinates
under
mild
conditions
is
reported,
yielding
a
range
useful
β-ketosulfones
and
sulfonated
pyrrolines
convertible
functional
groups.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 5, 2024
Abstract
Given
the
unique
charm
of
dipole
chemistry,
intercepting
N−O=C
dipoles
precisely
generated
by
designed
processes
to
develop
novel
reactivity
has
become
a
seminal
challenge.
The
polar
fragmentation
1,3,2‐dioxazolidine
species
through
radical
addition
excited
nitro(hetero)arenes
alkenes
represents
significantly
underappreciated
mechanism
for
generating
dipoles.
Herein,
we
present
photoinduced
Bartoli
indole
synthesis
oxidative
cleavage
with
nitro(hetero)arenes.
Various
indoles
and
azaindoles
are
constructed
multi‐step
spontaneous
rearrangement
carbonyl
imine
intermediates
species.
Mechanism
studies
DFT
calculations
support
that
reaction
involves
cycloaddition,
ozonolysis‐type
cycloreversion,
intramolecular
H‐shift
imines,
3,3‐sigmatropic
shift
O‐Alkenyl
hydroxylamines,
etc.
implementation
continuous‐
flow
photochemistry,
in
particular,
enhances
efficiency,
thereby
overcoming
obstacles
commercialization
process.
