Organic Letters,
Год журнала:
2023,
Номер
25(17), С. 3126 - 3130
Опубликована: Апрель 25, 2023
The
enantioselective
synthesis
of
α-chlorinated
carboxylic
acid
esters
with
er
up
to
99:1
and
yields
82%
was
achieved
via
a
one-pot
multistep
protocol
starting
from
α-diazoketones.
This
process
proceeds
photochemical
Wolff
rearrangement,
trapping
the
generated
ketene
chiral
Lewis
base
catalyst,
subsequent
α-chlorination,
final
nucleophilic
displacement
bound
catalyst.
obtained
products
were
successfully
utilized
for
stereospecific
reactions
N-
S-nucleophiles.
Chemical Reviews,
Год журнала:
2024,
Номер
124(11), С. 7214 - 7261
Опубликована: Май 16, 2024
In
recent
years,
visible
light-induced
reactions
of
diazo
compounds
have
attracted
increasing
attention
in
organic
synthesis,
leading
to
improvement
existing
reactions,
as
well
the
discovery
unprecedented
transformations.
Thus,
photochemical
or
photocatalytic
generation
both
carbenes
and
radicals
provide
milder
tools
toward
these
key
intermediates
for
many
valuable
However,
vast
majority
transformations
represent
new
reactivity
modes
compounds,
which
are
achieved
by
decomposition
photoredox
catalysis.
particular,
use
a
redox-active
photocatalysts
opens
avenue
plethora
radical
reactions.
The
application
methods
led
inaccessible
classical
associated
with
metal
carbenes.
most
cases,
act
sources
but
can
also
serve
acceptors.
Importantly,
described
processes
operate
under
mild,
practical
conditions.
This
Review
describes
this
subfield
compound
chemistry,
particularly
focusing
on
advancements.
Chemical Communications,
Год журнала:
2023,
Номер
59(48), С. 7346 - 7360
Опубликована: Янв. 1, 2023
This
article
discusses
the
photochemistry
of
several
diazo
compounds
undergoing
visible
light-mediated
photolysis
to
generate
free
carbenes
(or
other
highly
reactive
intermediates),
which
can
be
sequentially
trapped
by
different
reacting
partners.
Chemical Communications,
Год журнала:
2024,
Номер
60(16), С. 2152 - 2167
Опубликована: Янв. 1, 2024
In
nanoarchitectonics
approaches,
rational
physical
and
chemical
communications
will
lead
to
the
development
of
more
advanced
functional
materials.
Layer-by-layer
assembly
can
be
a
powerful
tool
for
this
purpose,
as
exemplified
in
feature
paper.
Chemical Communications,
Год журнала:
2024,
Номер
60(16), С. 2125 - 2136
Опубликована: Янв. 1, 2024
In
this
feature
article,
we
focus
on
the
photochemical
strategy
for
construction
of
heterocyclic
skeletons,
specifically
highlighting
methods
that
employ
visible
light-promoted
carbene
transfer
reactions.
ACS Catalysis,
Год журнала:
2022,
Номер
12(9), С. 5510 - 5516
Опубликована: Апрель 25, 2022
We
developed
an
efficient
visible-light-mediated
formal
carbene
insertion
reaction
of
1,3-diketones
with
diazoesters
for
the
construction
enantioenriched
1,4-dicarbonyl
compounds
a
quaternary
carbon
center.
Combining
visible
light
and
Brønsted
acid
catalyst,
chiral
were
achieved
in
good
yields
high
enantioselectivities
by
photochemical
transfer
protocol.
Organic Letters,
Год журнала:
2022,
Номер
24(32), С. 6018 - 6023
Опубликована: Авг. 10, 2022
We
disclosed
herein
a
straightforward
photochemical
method
for
the
construction
of
phenanthridines
containing
synthetically
useful
succinate
unit.
The
reaction
occurred
under
visible-light
irradiation
with
cheap
eosin
Y
Na
as
photoredox
catalyst
and
diazo
compound
precursor.
Under
optimal
conditions,
wide
range
were
obtained
in
moderate
to
good
yields.
Note
that
units
final
heterocycles
could
be
easily
transformed
into
many
valuable
structures,
such
γ-butyrolactone,
dihydrofuran-2(3H)-one,
tetrahydrofuran.
Mechanistic
experiments
performed
support
proposed
mechanism.
European Journal of Organic Chemistry,
Год журнала:
2022,
Номер
2022(44)
Опубликована: Окт. 21, 2022
Abstract
Cyclopropanes
are
one
of
the
most
important
strained
rings
existing
in
various
pharmaceutical
products
and
secondary
metabolites.
They
also
widely
used
total
synthesis
natural
products,
medicinal
chemistry,
materials
science.
In
past
years,
photochemical
cyclopropanation
has
been
gradually
developed
as
a
robust
attractive
synthetic
method
to
prepare
diverse
cyclopropane
backbones.
this
review,
we
summarize
recent
advances
visible
light‐mediated
synthesis,
especially
using
carbene
transfer
strategy
photocatalytic
radical
reactions.
ACS Catalysis,
Год журнала:
2023,
Номер
13(9), С. 6445 - 6451
Опубликована: Апрель 25, 2023
Palladium-catalyzed
cross-coupling
reactions
belong
to
the
most
important
transformations
for
construction
of
C–C
or
C-heteroatom
bonds.
More
recently,
photochemical
activation
palladium
complexes
emerged
as
a
key
strategy
leverage
catalysis
at
room
temperature
beyond
scope
conventional
chemistry.
Herein,
we
report
on
photoinduced
palladium-catalyzed
1,2-difunctionalization
reaction
electron-rich
olefins.
Mechanistic
experiments
and
computational
studies
reveal
that
this
proceeds
via
addition
an
alkyl
radical,
followed
by
oxidation
radical
intermediate
access
carbocation
intermediates,
which
are
inaccessible
classic
thermal
conditions.
The
can
then
be
applied
variety
secondary
C–N
bond-forming
reactions.
This
now
allows
general
approach
toward
densely
functionalized
unsymmetric
1,1-bis(heterocyclyl)alkanes.
ACS Catalysis,
Год журнала:
2024,
Номер
14(2), С. 1193 - 1204
Опубликована: Янв. 9, 2024
Herein,
the
C3–H
alkylation
of
2H-indazoles
and
indoles
with
sulfoxonium
ylides
is
developed
under
visible-light
photocatalysis.
This
protocol
employs
easily
accessible
reagents,
a
wide
range
2H-indazoles,
indoles,
are
suitable
for
this
reaction
to
afford
desired
products
benign
conditions.
Synergistic
experimental
computational
studies
suggest
that
involving
photocatalysis
could
proceed
via
different
mechanistic
pathways.
For
C3-alkylation
triplet
energy
transfer
pathway
proposed
quenching
excited
photocatalyst.
Subsequently,
formed
state
undergo
radical
attack
on
C═S
moiety
ylides.
After
dissociation
DMSO
1,2-H
migration,
final
product
be
yielded.
However,
such
not
applicable
indoles.
Instead,
converted
C-centered
in
presence
KH2PO4
photoredox
The
can
C3-site
thus
lead
Chemical Society Reviews,
Год журнала:
2024,
Номер
53(10), С. 4926 - 4975
Опубликована: Янв. 1, 2024
In
search
for
the
perfect
wave(length).
This
review
is
dedicated
to
recent
efforts
in
development
of
visible
light
driven
photochemical
strategies
occurring
coloured
organic
compounds.