The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(17), С. 11722 - 11734
Опубликована: Авг. 15, 2022
In
this
study,
we
report
a
novel
and
efficient
synthetic
method
to
construct
isoquinolone
scaffold
via
the
Rh(III)-catalyzed
(4
+
2)
annulation
of
benzamide
with
an
unreported
coupling
reagent
methyl
2-chloroacrylate.
Accordingly,
other
valuable
1,2-benzothiazine
naphtho[1′,2′:4,5]imidazo[1,2-a]pyridine
derivatives
are
also
obtained
through
similar
protocol.
Thus,
our
developed
is
highlighted
by
high
yield
reaction
versatility.
Chemical Communications,
Год журнала:
2023,
Номер
59(42), С. 6383 - 6386
Опубликована: Янв. 1, 2023
The
tunable
reactions
of
enaminones
with
phosphine
oxides/phosphonates
in
the
form
vicinal-
and
geminal
diphosphorylation,
C–N
bond
phosphorylation
have
been
developed,
providing
new
methods
for
synthesis
divergent
phosphorylated
molecules.
Synthesis,
Год журнала:
2024,
Номер
56(16), С. 2565 - 2571
Опубликована: Апрель 26, 2024
Abstract
Visible-light
photocatalytic
reactions
between
enaminones
and
thioureas
leading
to
thiazole
products
have
been
achieved.
The
annulation
process
consists
of
tandem
C–S
C–N
bond
formation
by
running
under
air
atmosphere
at
ambient
temperature.
Broad
substrate
tolerance
the
sustainable
protocol
has
verified
practical
synthesis
divergent
thiazoles
with
both
monocyclic
fused
cyclic
structures.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 14, 2024
Comprehensive
Summary
A
catalyst‐free
and
additive‐free
ring‐opening
reaction
of
polyfluoroalkyl
peroxides,
triethylenediamine
(DABCO),
1,2‐dichloroethane
(DCE)
has
been
developed
for
the
defluorinative
synthesis
structurally
diverse
piperazines
featuring
a
fluoroenone
framework
N
‐chloroethyl‐substituent
with
high
Z
‐stereoselectivity.
The
success
this
three‐component
is
attributed
to
in
situ
generation
an
active
1‐(2‐chloroethyl)‐1,4‐diazabicyclo[2.2.2]octan‐1‐ium
(DABCO·DCE)
salt,
which
judiciously
acts
as
formal
‐(2‐chloroethyl)piperazine
equivalent
coupling
less‐studied
aliphatic
fluorinated
substances.
Impressively,
accomplishes
multi‐activation
robust
C(sp
3
)‐F,
)‐Cl,
)‐O,
)‐N
bonds
one‐pot
process,
offering
practical
platform
late‐stage
functionalization
complex
molecules.
Furthermore,
resulting
products
can
not
only
serve
versatile
building
blocks
heterocycles,
but
also
undergo
C—Cl
bond
displacement
transformations
‐,
O
S
‐nucleophiles.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 6, 2025
A
novel
approach
to
the
synthesis
of
β-CF3
β-aminoenones
by
organic
amine
base-catalyzed
reaction
CF3-iminopropargylic
alcohols
with
carboxylic
acids
is
reported.
The
advantages
protocol
are
ease
operation,
available
starting
materials,
and
simple
tertiary
catalysts.
By
means
of
simple
Rh
catalysis,
the
direct
activation
ortho-C-H
bond
in
aryl
enaminones
has
been
realized
with
enaminone
structure
as
a
traceless
directing
fragment.
The
products
resulting
from
C-H
alkenylation
and
further
annulation
via
intramolecular
addition
could
be
accessed
depending
upon
alkenes.
annulated
used
for
easy
synthesis
valuable
2-aza-fluorenones
one-pot
operation
by
employing
NH4OAc.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 9, 2025
Perfluoroalkyl
alkenyl
iodides
(PFAIs)
are
emerging
as
highly
reactive,
storage-stable,
and
multifunctional
fluoroalkyl-bearing
reagents,
facilitating
the
manufacture
of
value-added
organofluorides
through
multi-halo-functionalization.
Herein,
we
developed
a
water-involved
1,3-aminoxylation
PFAIs
with
sulfonamides
for
chemo-,
regio-,
Z-stereoselective
synthesis
valuable
β-fluoroacyl
vinylamines.
This
reaction
proceeded
via
sequential
deiodoamination
defluoroxylation
process
under
transition-metal-free
conditions,
featuring
broad
substrate
scope
good
functional
group
tolerance.
Compared
to
reported
methods,
some
drawbacks,
such
multistep
manipulation,
harsh
need
expensive
catalysts,
use
toxic/sensitive
could
be
eliminated.
Furthermore,
synthetic
potential
this
method
was
demonstrated
scale-up
synthesis,
postfunctionalization
complex
molecules,
ready
transformation
products.
Organic Letters,
Год журнала:
2022,
Номер
24(45), С. 8406 - 8411
Опубликована: Ноя. 9, 2022
A
novel
and
efficient
I2/FeCl3-catalyzed
domino
reaction
of
aurones
with
enamino
esters
via
Michael
addition,
iodination,
intramolecular
nucleophilic
substitution,
spiro
ring
opening
processes
has
been
developed,
affording
a
vast
variety
polysubstituted
pyrroles
in
moderate
to
excellent
yields.
This
protocol
features
mild
conditions,
broad
substrate
scope,
high
atom
economy
efficiency,
feasibility
for
large-scale
synthesis.
plausible
mechanism
the
pyrrole
synthesis
is
proposed.
Organic Letters,
Год журнала:
2022,
Номер
24(49), С. 9086 - 9091
Опубликована: Дек. 2, 2022
A
modular
multicomponent
reaction
of
readily
available
fluoroalkyl
alkenes,
amidines,
ammonium
carbonate,
and
water
was
developed
for
the
facile
construction
β-fluoroalkylated
aminovinyl
ketones,
which
provided
chemists
a
novel
access
to
value-added
organofluorine
compounds.
The
proceeded
regio-/stereoselectively
under
mild
conditions
exhibited
good
functional
group
tolerance.
Cheap,
stable,
low-toxic
inorganic
salt
(NH4)2CO3
first
found
act
as
both
nitrogen
source
carbonyl
equivalent
in
multi-bond-forming
process.
