Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(16), С. 3443 - 3449
Опубликована: Май 22, 2024
Abstract
A
Cu‐catalyzed
multi‐component
reaction
of
trifluoromethylated
β‐amino
ketones
and
nitriles
using
tert
‐butyl
nitrite
as
a
diazotization
reagent
has
been
developed.
Under
the
optimized
conditions,
N
‐trifluoroalkyl
amides
were
obtained
with
yields
up
to
87%.
Control
experiments
computational
studies
reveal
that
proceeds
through
generation
diazo,
in
situ
formation
nitrile
ylide,
water
addition
final
enol
tautomerism.
This
approach
features
mild
wide
substrate
tolerance,
scale‐up
applicability,
which
provides
an
efficient
practical
strategy
for
amide
synthesis.
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.
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.
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.
A
violet-light-induced
ring-opening
of
anthranils
with
chlorodiazirines
has
been
developed.
The
metal-free
protocol
provides
a
rapid
and
efficient
approach
to
N-(2-carbonylaryl)benzamides
in
moderate
good
yields
under
mild
conditions.
reaction
appears
involve
α-chlorocarbenes,
which
trigger
the
anthranils.
Organic Letters,
Год журнала:
2022,
Номер
24(37), С. 6834 - 6838
Опубликована: Сен. 8, 2022
A
visible-light
photocatalytic
regioselective
difunctionalization
of
alkenes
with
diazo
compounds
and
tert-butyl
nitrite
has
been
developed.
The
protocol
provides
an
efficient
approach
to
γ-oximino
esters
under
mild
conditions.
Significantly,
this
transformation
not
only
shows
the
good
compatibility
nucleophilic
electrophilic
but
also
displays
generating
alkyl
radicals
that
preferred
addition
over
nitroso
radicals.
Organic Letters,
Год журнала:
2022,
Номер
24(36), С. 6647 - 6652
Опубликована: Сен. 2, 2022
A
visible-light-promoted
three
component
reaction
of
diazo
compounds,
nitriles,
and
carboxylic
acids
is
reported.
The
utilizes
acceptor-only
compounds
as
carbene
precursors
nitriles
carbene-trapping
reagents
to
form
the
key
nitrile
ylides.
Under
optimal
conditions,
a
wide
range
imide
products
were
obtained
in
good
excellent
yields.
gram-scale
synthesis
synthetic
application
isoquinoline-1,3(2H,4H)-dione
derivatives
further
proved
value
this
method.
Chemical Science,
Год журнала:
2023,
Номер
14(23), С. 6216 - 6225
Опубликована: Янв. 1, 2023
First
ever
catalyst-free
electro-photochemical
generation
of
carbene
radical
anion
from
aryl
diazoester
with
direct
application
into
synthesis
interesting
N-heterocycles
broad
substrate
scope
and
excellent
diastereo-selectivity.
