RSC Advances,
Journal Year:
2025,
Volume and Issue:
15(13), P. 10265 - 10272
Published: Jan. 1, 2025
This
study
introduces
an
efficacious
palladium-catalyzed
method
for
the
regioselective
and
stereoselective
cross-coupling
of
gem
-difluorinated
cyclopropanes
with
array
-diborylalkanes
under
mild
reaction
conditions.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 27, 2025
A
visible-light-induced
three-component
coupling
of
aldehydes,
1,3-dienes,
and
cyclopropyl
alcohols
using
dual
photoredox
chromium
catalysis
is
herein
described.
This
efficient
protocol
achieves
the
dialkylation
1,3-dienes
toward
1,4-disubstituted
homoallylic
in
moderate
to
good
yields
with
excellent
regioselectivity,
featuring
mild
reaction
conditions,
functional
group
tolerance,
gram-scale
synthesis.
Mechanistic
study
suggests
that
photoinduced
sequential
ring
opening
alcohol
radical
nucleophilic
cascade
addition
are
involved
catalytic
cycle.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(20), P. 4262 - 4267
Published: May 9, 2024
A
novel
Pd-catalyzed
three-component
domino
reaction
for
the
stereoselective
synthesis
of
highly
functionalized
allyl
cinnamates
has
been
developed.
In
this
protocol,
a
sequential
process
C–C
bond
activation
and
intermolecular
allylic
substitution
was
well-organized.
The
key
transformation
is
in
situ
generated
hydrolysis
product
cyclopropenone,
which
triggered
new
with
vinylethylene
carbonates.
mechanism
investigated,
demonstrating
high
stereoselectivity
excellent
atomic
economy
process.
Arabian Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
17(8), P. 105845 - 105845
Published: May 23, 2024
Cyclopropenone
has
emerged
as
a
highly
versatile
precursor
in
organic
synthesis
due
to
its
diverse
reactivity.
The
cyclopropenone
derivatives
could
undergo
various
transformations
such
cycloaddition
reactions,
ring-opening
and
isomerization
reactions
the
presence
of
different
chemical
reagents.
Over
years,
significant
progress
been
made
manipulation
cyclopropenones
for
construction
carbocycles,
heterocycles,
other
useful
compounds.
Despite
several
reviews
that
have
concerned
chemistry
cyclopropenones,
utility
motifs
carbocycles
heterocycles
rarely
reported.
Herein,
we
report
recent
advancements
synthetic
precursors
towards
compounds
with
biological
significance.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(43), P. 29857 - 29864
Published: Oct. 16, 2024
The
asymmetric
functionalization
of
unstrained
C(sp3)–C(sp3)
bonds
could
be
a
powerful
strategy
to
stereoselectively
reconstruct
the
backbone
an
organic
compound,
but
such
reactions
are
rare.
Although
allylic
substitutions
have
been
used
frequently
construct
C–C
by
cleavage
more
reactive
C–X
(X
is
usually
O
atom
ester)
transition
metals,
reverse
process
that
involves
replacement
bond
with
C–heteroatom
rare
and
generally
considered
thermodynamically
unfavorable.
We
show
unstrained,
inert
σ
can
converted
C–N
via
designed
solubility-control
strategy,
which
makes
unfavorable
possible.
amination
occurs
range
amine
nucleophiles
cleaves
multiple
classes
alkyl
in
good
yields
high
enantioselectivity.
A
novel
resolution
also
reported
transforms
racemic
amines
corresponding
optically
active
sequential
conversion
back
bond.
Mechanistic
studies
formation
rate-limiting
step
driven
low
solubility
salt
formed
from
cleaved
group
nonpolar
solvent.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(19), P. 4043 - 4048
Published: May 2, 2024
A
radical
ring-opening
arylation
of
cyclopropanol
with
1,2,3-triazole
has
been
achieved.
This
synthetic
protocol
provides
straightforward
access
to
a
wide
range
structurally
diverse
and
chiral
4,5,6,7-tetrahydro[1,2,3]triazolo[1,5-a]pyridines
high
efficiency
from
readily
available
cyclopropanols.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(34)
Published: June 28, 2023
Activation
of
C-C
bonds
allows
editing
molecular
skeletons,
but
methods
for
selective
activation
nonpolar
in
the
absence
a
chelation
effect
or
driving
force
derived
from
opening
strained
ring
are
scarce.
Herein,
we
report
method
ruthenium-catalyzed
pro-aromatic
compounds
by
means
π-coordination-enabled
aromatization.
This
was
effective
cleavage
C-C(alkyl)
and
C-C(aryl)
ring-opening
spirocyclic
compounds,
providing
an
array
benzene-ring-containing
products.
The
isolation
methyl
ruthenium
complex
intermediate
supports
mechanism
involving
ruthenium-mediated
bond
cleavage.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(27), P. 5078 - 5083
Published: June 29, 2023
Cobalt(III)
and
rhodium(III)-catalyzed
regio-
chemoselective
amidation
of
benzocyclobutenols
has
been
realized
using
dioxazolone
as
the
amidating
reagent
to
afford
three
classes
C-N-coupled
products
via
β-carbon
elimination
benzocyclobutenol.
The
Co(III)-catalyzed
coupling
initially
afforded
an
isolable
o-(N-acylamino)arylmethyl
ketone,
which
could
further
cyclize
corresponding
indole
derivatives
under
condition
control.
In
contrast,
efficient
stepwise
diamidation
achieved
Rh(III)
catalyst
chemoselectivities
are
jointly
controlled
by
reactions
conditions.
