Current Organic Synthesis,
Journal Year:
2023,
Volume and Issue:
21(8), P. 965 - 975
Published: Aug. 29, 2023
Abstract:
Visible
light-induced
reactions
are
a
rapidly
developing
and
powerful
technique
to
pro-mote
organic
transformations.
They
provide
green
sustainable
chemistry
have
recently
re-ceived
increasing
attention
from
chemists
due
their
wide
application
in
synthesis.
Light
energy
is
eco-friendly,
cheap,
green,
inexhaustible
with
potential
industrial
pharmaceutical
applications.
In
this
review,
the
most
recent
advances
visible
(2021-till
date)
been
highlighted.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(28), P. 3764 - 3773
Published: Jan. 1, 2024
This
feature
article
summarizes
our
efforts
towards
developing
Rh-catalyzed
reactions
of
gem
-difluorinated
cyclopropanes,
briefly
discussing
the
design,
selectivity,
mechanisms
and
future
research
prospects.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(23)
Published: Feb. 27, 2024
A
novel
enantioselective
Tsuji-Trost-type
cross
coupling
reaction
between
gem-difluorinated
cyclopropanes
and
N-unprotected
amino
acid
esters
enabled
by
synergistic
Pd/Ni/chiral
aldehyde
catalysis
is
presented
herein.
This
transformation
streamlined
the
diversity-oriented
synthesis
(DOS)
of
optically
active
α-quaternary
α-amino
bearing
a
linear
2-fluoroallylic
motif,
which
served
as
an
appealing
platform
for
construction
other
valuable
enantioenriched
compounds.
The
key
intermediates
were
confirmed
HRMS
detection,
while
DFT
calculations
revealed
that
excellent
enantioselectivity
was
attributed
to
stabilizing
non-covalent
interactions
Pd(II)-π-fluoroallyl
species
Ni(II)-Schiff
base
complex.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(8), P. 1672 - 1676
Published: Feb. 15, 2024
The
(3
+
2)
cycloaddition/sulfur
rearrangement
reaction
of
donor–acceptor
cyclopropanes
bearing
a
single
keto
acceptor
with
indoline-2-thiones
has
been
realized.
Under
the
catalysis
Sn(OTf)2,
series
functionalized
3-indolyl-4,5-dihydrothiophenes
were
synthesized
moderate
to
excellent
yields.
Advanced Science,
Journal Year:
2024,
Volume and Issue:
11(18)
Published: March 9, 2024
Abstract
Transition‐metal
(TM)
catalyzed
reaction
of
gem
‐difluorinated
cyclopropanes
(
‐DFCPs)
has
drawn
much
attention
recently.
The
generally
occurs
via
the
activation
distal
C─C
bond
in
‐DFCPs
by
a
low‐valent
TM
through
oxidative
addition,
eventually
producing
mono‐fluoro
olefins
as
coupling
products.
However,
achieving
regioselective
proximal
that
overcomes
intrinsic
reactivity
catalysis
remains
elusive.
Here,
new
mode
enabled
high‐valent
copper
catalysis,
which
allows
exclusive
congested
is
presented.
achieves
fluoroarylation
uses
NFSI
(N‐fluorobenzenesulfonimide)
electrophilic
fluoro
reagent
and
arenes
C─H
nucleophiles,
enabling
synthesis
diverse
CF
3
‐containing
scaffolds.
It
proposed
species
plays
an
important
role
possibly
σ‐bond
metathesis.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(34), P. 13800 - 13806
Published: Jan. 1, 2024
Metathesis
reactions
have
been
established
as
a
powerful
tool
in
organic
synthesis.
While
great
advances
were
achieved
double-bond
metathesis,
like
olefin
metathesis
and
carbonyl
single-bond
has
received
less
attention
the
past
decade.
Herein,
we
describe
first
C(sp
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(9), P. 2494 - 2501
Published: Jan. 1, 2024
A
mild
chemoselective
CO
2
and
palladium
mediated
hydroxylation
method
of
gem
-difluorocyclopropanes
is
herein
reported,
in
the
presence
water.
broad
functional
group
tolerance
multiple
mechanistic
experiments
are
described
discussed.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(8), P. 5442 - 5457
Published: April 3, 2024
In
this
study,
concise,
efficient,
and
modular
hydrophosphinylation
hydroamidation
of
gem-difluorocyclopropenes
were
disclosed
in
a
mild
transition-metal-free
pattern.
Through
approach,
phosphorus,
nitrogen-containing
gem-difluorocyclopropanes
produced
moderate
to
good
yields
with
excellent
regio-
diastereoselectivity.
Readily
available
nucleophilic
reagents,
along
inexpensive
inorganic
bases,
employed.
Multiple
synthetic
applications,
including
gram-scale
derivatization
reactions
modification
bioactive
molecules,
subsequently
elaborated.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 21, 2025
We
present
a
Pd-IPent-catalyzed
ring-opening
defluorinative
annulation
reaction
of
gem-difluorocyclopropanes
with
enamides,
which
provides
convenient
and
efficient
strategy
for
the
synthesis
multisubstituted
N-H
pyrrole
derivatives.
This
transformation
selectively
cleaves
C1-C3
bond,
two
C-F
bonds,
C-N
bond
in
one-pot
procedure.
Additionally,
this
protocol
allows
modification
several
bioactive
molecules.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
366(3), P. 526 - 532
Published: Dec. 21, 2023
Abstract
An
electrochemical
methodology
for
the
construction
of
α
‐CF
3
‐substituted
carbonyl
compounds
in
moderate
to
good
yields
under
exogenous
metal
and
oxidant‐free
conditions
has
been
developed.
The
protocol
involves
single‐electron
oxidation
aryl
ring
generate
a
radical
cation
followed
by
three‐electron
S
N
2
reaction
resulting
formation
substituted
ketones.
