Synlett,
Год журнала:
2022,
Номер
34(04), С. 293 - 300
Опубликована: Ноя. 20, 2022
Abstract
The
reassembly
of
unsaturated
C–C
bonds
has
attracted
widespread
attention
from
synthetic
chemists
due
to
its
advantages
unique
reactivity,
easy
handling,
and
high
atom
step
economies.
We
recently
explored
a
cutting/insertion
cascade
as
means
introducing
new
C1
source
constructing
functionalized
1,4-keto
aldehyde
2H-furan
derivatives
through
cyclopropanation
enamines
with
various
carbene
precursors
subsequent
ring-opening
reactions
in
situ.
Aminocyclopropanes
are
believed
be
involved
key
intermediates
these
transformations.
This
Synpacts
article
outlines
our
recent
contributions
this
increasingly
important
research
area.
1
Introduction
2
Cleavage
Enamine
C=C
Double
Bonds
Hydrolysis
1,4-Keto
Aldehydes
3
Cyclization
2H-Furans
4
Ynone/Ynoate
C≡C
Triple
5
Conclusion
ACS Catalysis,
Год журнала:
2023,
Номер
13(14), С. 9806 - 9816
Опубликована: Июль 11, 2023
Cyclopropanes
bearing
contiguous
all-carbon
quaternary
centers
continue
to
attract
attention
due
their
bioactivities.
However,
methods
obtain
cyclopropanes
with
remain
largely
unexplored
the
high
steric
hindrance
of
these
compounds.
Herein,
we
report
a
visible-light-mediated
energy-transfer
(EnT)
strategy
realize
in
situ
donor/donor
carbenes
from
readily
available
N-tosylhydrazones,
facilitating
synthesis
highly
congested
EWG-free
cyclopropanes.
Through
this
approach,
are
rapidly
installed
into
complex
bioactive
molecules,
fluorescent
and
other
useful
building
blocks
that
challenging
synthesize.
Detailed
mechanistic
reactions
DFT
studies
clearly
demonstrated
role
photosensitizer,
formation
carbenes,
necessity
light
base
system.
Nature Communications,
Год журнала:
2024,
Номер
15(1)
Опубликована: Май 31, 2024
Abstract
Controllable
photofluorochromic
systems
with
high
contrast
and
multicolor
in
both
solutions
solid
states
are
ideal
candidates
for
the
development
of
dynamic
artificial
intelligence.
However,
it
is
still
challenging
to
realize
multiple
photochromism
within
one
single
molecule,
not
mention
good
controllability.
Herein,
we
report
an
aggregation-induced
emission
luminogen
TPE-2MO2NT
that
undergoes
oxidation
cleavage
upon
light
irradiation
accompanied
by
tunable
from
orange
blue
time-dependence.
The
photocleavage
mechanism
revealed
self-generation
reactive
oxidants
driving
catalyst-free
oxidative
process.
A
comprehensive
analysis
other
comparative
molecules
demonstrates
molecular
scaffold
can
be
easily
modified
extended.
Further,
microenvironmental
controllability
photoreaction
polymer
matrices
enables
fabrication
fluorescence
images
4D
information
codes,
providing
strategies
advanced
controllable
encryption.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(41)
Опубликована: Авг. 26, 2023
Nitroaromatic
compounds
represent
one
of
the
essential
classes
molecules
that
are
widely
used
as
feedstock
for
synthesis
intermediates,
preparation
nitro-derived
pharmaceuticals,
agrochemicals,
and
materials
on
both
laboratory
industrial
scales.
We
herein
disclose
efficient,
mild,
catalytic
ipso-nitration
organotrimethylsilanes,
enabled
by
an
electrophilic
N-nitrosaccharin
reagent
allows
chemoselective
nitration
under
mild
reaction
conditions,
while
exhibiting
remarkable
substrate
generality
functional
group
compatibility.
Additionally,
conditions
proved
to
be
orthogonal
other
common
functionalities,
allowing
programming
molecular
complexity
via
successive
transformations
or
late-stage
nitration.
Detailed
mechanistic
investigation
experimental
computational
approaches
strongly
supported
a
classical
aromatic
substitution
(SE
Ar)
mechanism,
which
was
found
proceed
through
highly
ordered
transition
state.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(10), С. 2884 - 2890
Опубликована: Янв. 1, 2024
Here,
an
unprecedented
one-step
modular
construction
of
C
2
-symmetric
N-PACs
through
reduction/aza-6π
electrocyclization
was
reported
and
the
resultant
N-PAC
could
be
converted
into
a
powerful
organic
photocatalyst.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 14, 2024
We
report
a
visible
light-mediated
[1
+
2
2]
cycloaddition
reaction
between
nitroarenes
and
alkenes,
conducted
under
mild
conditions,
to
synthesize
isoxazolidines.
Israel Journal of Chemistry,
Год журнала:
2023,
Номер
63(7-8)
Опубликована: Май 25, 2023
Abstract
The
wide
availability,
ease
of
handling
and
structural
functional
diversity
make
carboxylic
acids
prized
building
blocks
in
organic
synthesis.
past
two
decades
has
seen
an
explosion
interest
the
development
new
modes
reactivity
their
derivatives.
Of
these,
metal‐mediated
decarboxylation
reactions
are
attractive
as
they
produce
organometallic
intermediates
that
can
subsequently
be
used
C−X
(where
X=C,
N,
S
etc)
bond
coupling
reactions.
Here
results
mechanistic
studies
integrating
both
gas‐
condensed‐phase
work
described
for
extrusion‐insertion
(ExIn)
classes
synthesis
amides,
thioamides,
amidines,
alkenes
ketones
from
arylcarboxylic
suitable
(hetero)cumulenes.
