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 Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(23), P. 5908 - 5915
Published: Jan. 1, 2023
This
work
describes
the
blue-light
induced
iron-catalyzed
divergent
synthesis
of
α-alkylated
nitriles
and
α,β-substituted
acrylonitriles
from
arylacetonitriles
alcohols
at
room
temperature.
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.
Nature Communications,
Journal Year:
2023,
Volume and Issue:
14(1)
Published: Sept. 9, 2023
Abstract
Sarpagine
alkaloids
offer
signicant
opportunities
in
drug
discovery,
yet
the
efficient
total
syntheses
and
diverse
structural
modifications
of
these
natural
products
remain
highly
challenging
due
to
architectural
complexity.
Here
we
show
a
homo-Mannich
reaction
cyclopropanol
with
imines
generated
via
Bischler-Napieralski
enables
protecting-group-free,
redox
economic,
four-step
access
tetracyclic
sarpagine
core
from
L
-tryptophan
esters.
Based
on
this
advancement,
diversified
analogues
are
achieved
short
synthetic
route.
The
systematic
anticancer
evaluation
indicates
that
vellosimine
N
-methyl
possess
modest
activity.
Intensive
optimization
lead
molecules
exploration
structure−activity
relationship
identification
analogue
15ai
an
allene
unit
showing
tenfold
improvement
activities.
Further
mechanism
studies
indicate
compound
exertes
antiproliferation
effects
by
inducing
ferroptosis,
which
is
appealing
non-apoptotic
cell
death
form
may
provide
new
solutions
future
cancer
therapies.
Green Synthesis and Catalysis,
Journal Year:
2024,
Volume and Issue:
5(3), P. 180 - 185
Published: Aug. 1, 2024
We
herein
reported
a
sustainable
synthesis
of
3,3-disubstituted
oxindoles
via
Michael-type
reaction
based
on
the
CuBr-catalysed
capture
carboxylic
oxonium
ylides
with
isatylidene
malononitrile.
The
is
characterized
by
high
atom
economy
and
low
economic
constraints.
catalyst
CuBr
could
be
conveniently
recyclized.
products
were
found
to
inhibitory
against
Na
ion
channels.
expect
shed
light
biologically
interesting
molecules
directed
principles
green
chemistry.
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.
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
21(4), P. 775 - 782
Published: Dec. 19, 2022
A
rhodium-catalyzed
formal
[4
+
1]-cyclization
reaction
of
aryl
substituted
pyrazoles
with
cyclopropanols
via
C-H
bond
activation/cyclization
processes
to
selectively
construct
a
series
carbonyl
functionalized
pyrazolo[5,1-a]isoindoles
is
described.
The
features
good
functional
group
compatibility
and
broad
substrate
scope
respect
both
cyclization
components
up
84%
yields.
Mechanistic
studies
indicated
that
the
cleavage
might
be
rate-determining
step
in
this
transformation.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(28), P. 5389 - 5394
Published: July 6, 2023
An
expedient
approach
for
the
synthesis
of
challenging
β-fluoroamides
from
readily
accessible
cyclopropanone
equivalents
is
reported.
Following
addition
pyrazole
used
here
as
a
transient
leaving
group,
silver-catalyzed
regiospecific
ring-opening
fluorination
resulting
hemiaminal
leads
to
β-fluorinated
Journal of Saudi Chemical Society,
Journal Year:
2023,
Volume and Issue:
27(4), P. 101658 - 101658
Published: May 27, 2023
An
asymmetric
catalysis
is
a
form
of
catalytic
reaction
wherein
chiral
catalyst
controls
the
production
molecule
to
favour
synthesis
one
stereoisomer
over
another.
It's
good
way
make
stereoisomeric
molecules
for
pharmacological
purposes.
Among
transition
metals,
copper
cost-effective,
plentiful,
and
less
poisonous
metal.
This
review
focused
on
transformations
in
last
fifteen
years.
