Chemical Science,
Год журнала:
2024,
Номер
15(34), С. 13576 - 13604
Опубликована: Янв. 1, 2024
Three-membered
rings,
such
as
epoxides,
aziridines,
oxaziridines,
cyclopropenes,
vinyloxaziridines,
and
azirines,
are
recognized
crucial
pharmacophores
building
blocks
in
organic
chemistry
drug
discovery.
Despite
the
significant
advances
synthesis
of
these
rings
through
photo/electrochemical
methods
over
past
decade,
there
has
currently
been
no
focused
discussion
updated
overviews
on
this
topic.
Therefore,
we
presented
review
article
efficient
three-membered
using
photo-
electrochemical
strategies,
covering
literature
since
2015.
In
study,
a
conceptual
overview
detailed
discussions
were
provided
to
illustrate
advancement
field.
Moreover,
brief
outlines
current
challenges
opportunities
synthesizing
strategies.
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.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(13)
Опубликована: Янв. 3, 2023
Abstract
Oxycarbenes
have
emerged
as
useful
intermediates
in
synthetic
chemistry.
Compared
to
the
widely
studied
oxycarbene
metal
complexes
bearing
Group
6
metals,
and
catalytic
applications
of
oxycarbenes
beyond
Fischer
carbene
are
less
explored
because
difficulty
controlling
their
reactivity
need
use
a
stoichiometric
amount
presynthesized
complex
starting
material.
This
Minireview
summarizes
early
late‐transition‐metal
highlights
recent
advances
free
reactions
transition‐metal‐catalyzed
involving
oxycarbenes.
We
hope
this
will
inspire
further
developments
emerging
area.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(6), С. 4026 - 4035
Опубликована: Фев. 1, 2024
Herein,
we
report
a
divergent
synthesis
of
fluoroalkyl
ketones
through
visible-light-induced
reactions
between
readily
available
organoboronic
esters
and
acylsilanes.
Selective
control
the
reactivity
in
situ
generated
organoboronate
complexes
is
key
to
achieving
transformations.
Under
basic
conditions,
undergo
deboronative
fluoride
elimination,
resulting
formation
enol
silyl
ethers
as
intermediates
that
react
with
various
electrophiles
generate
defluorinated
products.
Moreover,
combination
peroxide,
1,2-shift
group
favored
over
elimination
ketal
intermediates,
leading
This
transition-metal-free
reaction
operationally
simple,
aryl,
alkenyl,
alkyl
boronic
are
all
suitable
substrates.
The
synthetic
potential
has
been
demonstrated
by
gram-scale
facile
bioactive
molecules
including
zifrosilone
its
analogs.
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.
Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(25)
Опубликована: Апрель 13, 2022
Stereoselective
cyclopropanation
reaction
of
alkenes
is
usually
achieved
by
metal
complexes
via
singlet-metal-carbene
intermediates.
However,
previous
transition-metal-catalyzed
with
acylsilanes
afforded
low
diastereoselectivity.
Herein,
we
report
the
first
visible-light-induced
transition-metal-free
terminal
trifluoroacetylsilanes
and
difluoroacetylsilanes.
Both
aromatic
aliphatic
as
well
electron-deficient
are
suitable
substrates
for
highly
cis-selective
[2+1]
cyclization
reaction.
A
combination
experimental
computational
studies
identified
triplet
carbenes
being
key
intermediates
in
this
transformation.
The
gram
scale
late-stage
functionalization
demonstrated
synthetic
potential
strategy.
Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(44)
Опубликована: Сен. 16, 2022
Fluorinated
fused
rings
are
challenging
to
construct
from
simple
starting
materials.
Herein,
we
report
the
first
photocatalyzed
cascade
reactions
of
readily
available
cyclopropanols
and
α-trifluoromethyl-substituted
olefins
for
synthesis
gem-difluorooxetanes.
Two
three
bonds
were
efficiently
constructed
in
one
reaction.
The
reaction
showed
broad
substrate
scope
downstream
transformations
products
demonstrated
synthetic
potential
mechanistic
study
supported
presence
photoredox
catalysis
energy
transfer
catalysis/direct
photo-excitation
processes.
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.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(3), С. 819 - 836
Опубликована: Янв. 1, 2023
This
review
provides
recent
advances
and
insights
into
photoirradiation
reactions
of
acylsilanes,
notably
via
key
nucleophilic
siloxycarbene
intermediates.
Nucleophilic
addition,
insertion
reaction,
cyclization
are
discussed
in
terms
reaction
mechanism
scope.
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.
Chemical Society Reviews,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
This
review
aims
to
provide
an
overview
of
radical
Brook
rearrangement,
which
is
organized
by
grouping
three
type
reactive
species
generated
via
the
unique
rearrangement
process.
