Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(100), P. 13915 - 13918
Published: Jan. 1, 2022
Herein
we
reported
the
use
of
Earth-abundant
iron
as
catalytic
metal
in
presence
Mn
to
induce
difluorobromoacetates
form
carbon
radicals,
which
reacted
with
trifluoromethyl
olefins
followed
by
β-F
elimination
generate
corresponding
gem-difluoroolefins.
The
cross-electrophile
coupling
displayed
excellent
functional
group
tolerance
and
broad
substrate
scope
under
mild
reductive
conditions,
affording
a
large
number
polyfluorinated
compounds,
could
be
further
transformed
other
valuable
molecules.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(11), P. 7188 - 7198
Published: May 12, 2023
Rongalite
has
been
used
as
a
cheap
and
efficient
carbon
synthon
for
the
synthesis
of
divergent
N-heteroaromatics,
including
different
pyridines
quinolines.
The
selective
products
can
be
achieved
by
employing
enaminones
or
enaminones/anilines
reaction
partners.
In
addition,
compared
with
using
conventional
aldehyde
synthons,
rongalite
displays
an
evident
advantage
in
providing
considerably
higher
product
yields
under
milder
conditions.
GC-MS
analysis
process
performed
to
probe
possible
mechanism.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(7), P. 4833 - 4838
Published: March 22, 2023
A
facile
and
practical
method
for
the
synthesis
of
fused
tricyclic
pyrazolo[5,1-a]isoquinolines
has
been
realized
via
reactions
enaminones,
hydrazine
hydrochloride,
internal
alkynes.
By
means
Rh
catalysis,
extraordinary
high-order
bond
functionalization,
including
transformation
aryl
C–H,
ketone
C═O,
alkenyl
C–N
bonds
in
marks
major
feature
cascade
reactions.
The
results
disclose
individual
advantage
enaminones
design
novel
efficient
synthetic
methods.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(42), P. 7850 - 7855
Published: Oct. 19, 2022
Diversity-oriented
synthesis
is
tremendously
useful
for
expanding
the
explorable
chemical
space
but
restricted
by
limited
available
toolbox
of
skeleton-diversification
chemistry.
We
report
herein
Rh(III)-catalyzed
coupling
enaminones
and
diazodicarbonyls
skeleton-divergent
isocoumarins
naphthalenes.
The
diazodicarbonyl
ring
size
pH
dependence
skeleton-forming
process
demonstrates
achievement
both
substrate-
reagent-controlled
skeletal
diversity
generation
in
a
single
type
system.
An
intriguing
C–C
bond
cleavage
reactivity
critical
enabling
facile
synthetic
access
to
isocoumarins.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(12), P. 8248 - 8255
Published: May 26, 2022
Ultrasound
has
been
successfully
employed
to
promote
the
thiocyanation
of
C═C
bond
in
enaminones
for
synthesis
α-thiocyanoketones
and
2-aminothiazoles.
The
reactions
with
ammonium
thiocyanate
provide
ultrasound
irradiation
at
room
temperature.
More
interestingly,
simply
further
heating
vessel
after
ultrasonic
leads
selective
2-aminothiazoles
an
unconventional
4-aryl
substructure.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(13), P. 8619 - 8627
Published: May 31, 2023
By
using
readily
available
enaminones,
aryl
hydrazine
hydrochlorides,
and
alkynes
as
starting
materials,
the
chemo-selective
three-component
synthesis
of
atropisomeric
N-(o-alkenylaryl)
pyrazoles
has
been
efficiently
accessed
with
rhodium
catalysis.
Unlike
Satoh-Miura
reaction
leading
to
alkyne-based
C-H
benzannulation
by
prior
prepared
N-phenyl
substrates,
this
protocol
displays
unprecedented
selectivity
alkenylation
blocking
second
round
metal
key
protonation
step
in
presence
acids.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(28)
Published: Feb. 24, 2023
Using
benzylamines
as
the
C4
source
of
1,4-dihydropyridines
(1,4-DHPs),
a
Cu-catalyzed
oxidative
[1+2+1+2]
cascade
cyclization
for
synthesis
1,4-DHPs
was
firstly
developed.
A
broad
range
easily
available
N,N-dimethyl
enaminones
and
are
employed
smoothly
to
provide
diverse
with
high
efficiency.
This
method
is
performed
by
one-pot
C(sp3
)-H
bond
functionalization/C(sp3
)-N
cleavage/cyclization
strategy
form
simultaneously
two
)-C(sp2
)
bonds,
C(sp2
1,4-DHP
ring.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(12), P. 9078 - 9085
Published: June 3, 2024
The
α-C–H
trifluoromethylthiolation
of
N,N-disubstituted
enaminones
has
been
achieved
with
simple
and
cheap
CF3SO2Na
as
the
CF3S
source.
reactions
were
run
at
mild
temperature
(0
°C
to
rt)
using
POCl3
only
reducing
reagent.
work
represents
first
example
on
synthesis
α-trifluoromethylthio
via
direct
C–H
functionalization.
In
addition,
resulting
CF3S-functionalized
have
proven
useful
building
blocks
in
various
heteroaromatic
compounds
by
annulation
reactions.
