The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(21), С. 16049 - 16054
Опубликована: Окт. 21, 2024
The
synthesis
of
polyfunctionalized
pyrroles
via
the
cascade
reactions
1,3-dicarbonyl
compounds
and
two
molecules
ethyl
secondary
amines
has
been
realized
simple
iodine
catalysis
in
presence
Dess-Martin
periodinane
(DMP).
formation
target
pyrrole
products
involves
one
new
C-C
C-N
bonds
major
functionalization
six
C(sp
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(2), С. 1099 - 1107
Опубликована: Янв. 4, 2024
A
cornerstone
in
drug
discovery
is
the
development
of
strategies
to
provide
privileged
small
molecules
with
specific
structural
and
stereochemical
complexity,
allowing
access
new
potential
therapeutic
entities.
In
this
work,
a
strategy
based
on
[4
+
2]
Povarov
reaction
involving
1,3-diazadiene
was
developed.
This
approach
applied
for
straightforward
procedure
preparation
chromeno[4,3-d]pyrido[1,2-a]pyrimidine
derivatives,
accessible
substrates,
2-aminopyridine
unsaturated
aldehydes,
excellent
atom
economy
obtain
four
fused
ring
heterocycles,
regio-
diastereoselective
way.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(6), С. 1430 - 1435
Опубликована: Янв. 23, 2024
Abstract
A
substrate‐induced
synthesis
of
coumarin‐fused
quinolinones
is
achieved
from
4‐(phenylamino)‐2
H
‐chromen‐2‐ones
using
N
‐alkyl
amines
as
the
solvent
and
a
carbon
source
under
air
conditions
without
any
catalysts
in
one
pot.
This
protocol
highlights
special
roles
which
were
not
only
used
reactants
but
also
an
internal
oxidant
selectively
activated
‐
α
‐C(
sp
3
)−H
bond.
reaction
features
catalyst‐free,
broad
substrate
scopes
(
27
examples
24
examples),
operationally
simple
for
one‐step
synthesis,
recovery
recycling
solvent.
Nature Communications,
Год журнала:
2025,
Номер
16(1)
Опубликована: Апрель 12, 2025
The
exploration
of
stable
and
functional
linkages
by
multicomponent
reactions
to
enrich
the
stability
diversity
covalent
organic
frameworks
(COFs)
broaden
their
potential
applications
is
fundamental
significance
development
COFs.
Herein,
we
report
facile
construction
a
set
benzo[f]quinoline-linked
COFs
(B[f]QCOFs)
via
one-pot
three-component
[4
+
2]
cyclic
condensation
aldehydes
aromatic
amines
with
easy-to-handle
triethylamine
as
vinyl
source.
These
B[f]QCOFs
possess
high
crystallinity,
good
physico-chemical
well
significant
light
absorption
ability.
More
importantly,
obtained
B[f]QCOF-1
exhibits
superior
H2O2
production
rate
9025
μmol
g-1
h-1
in
pure
water
without
any
sacrificial
agent
under
visible-light
irradiation,
surpassing
most
previously
reported
COF-based
photocatalysts
comparable
conditions.
This
work
not
only
provides
general
synthetic
route
for
preparation
fully
conjugated
COFs,
but
also
helps
rational
design
efficient
photosynthesis.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
366(6), С. 1382 - 1387
Опубликована: Дек. 9, 2023
Abstract
Mg‐catalyzed
[4+2]
cycloaddition
reactions
between
2‐aminobenzaldehydes
and
ynones
offered
an
array
of
2‐arylquinoline
motifs
merged
with
a
CF
3
‐acyl
group.
Furthermore,
annulation
as
the
key
step,
DDD107498,
DDD102542,
Hit
analogues
were
assembled.
Finally,
computational
study
reaction
mechanism
was
conducted.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(3), С. 1524 - 1533
Опубликована: Янв. 11, 2024
An
efficient
and
convenient
method
for
the
synthesis
of
oxalamides
by
reaction
β-ketoamides
with
tertiary
amines
TBHP
was
developed.
A
variety
substrates
were
well-tolerated
in
this
transformation.
Based
on
control
experiments,
a
plausible
mechanism
proposed
that
involved
tandem
oxidation/amination
process.
In
addition,
α,β-epoxy
amides
could
be
obtained
adjusting
conditions.
Organic Letters,
Год журнала:
2023,
Номер
25(43), С. 7775 - 7779
Опубликована: Окт. 24, 2023
With
triethylamine
as
a
1,3-diene
variant,
simple
and
practical
process
for
the
synthesis
of
phthalimides
has
been
developed
from
readily
available
maleimide.
The
transformation
can
be
performed
in
absence
metal
catalyst
with
high
levels
functional
group
tolerance.
Various
phthalimide
compounds
were
constructed
moderate
to
good
yields
under
mild
conditions.
Mechanism
research
indicates
that
oxygen
acid
also
play
crucial
roles
this
reaction.
ACS Catalysis,
Год журнала:
2023,
Номер
13(13), С. 9051 - 9063
Опубликована: Июнь 23, 2023
The
in
situ
generated
catalytic
system
from
the
tetranuclear
Ru–H
complex
[(PCy3)(CO)RuH]4(O)(OH)2
(1)
with
3,4,5,6-tetrachloro-1,2-benzoquinone
(L1)
has
been
found
to
mediate
a
multicomponent
deaminative
coupling
reaction
of
phenols
aldehydes
and
enamines
form
xanthene
products.
C–H
2-hydroxybenzaldehydes
cyclic
efficiently
installed
tricyclic
1,3-dioxacin
derivatives,
while
analogous
triethylamine
selectively
formed
bicyclic
1,5-dioxacyclic
derivatives.
density
functional
theory
(DFT)
calculations
established
two
energetically
viable
mechanistic
pathways
for
formation
products,
which
both
identified
C–O
bond
cleavage
step
as
turnover
limiting
step.
A
Hammett
plot
3,5-dimethoxyphenol
an
enamine
para-substituted
benzaldehydes
p-X-C6H4CHO
(X
=
OMe,
Me,
H,
Cl,
CF3)
showed
negative
slope
(ρ
−0.98).
calculated
energy
analysis
similar
trend
−0.59)
mechanism
via
rate-limiting
combined
experimental
DFT
computational
results
support
path
that
involves
dehydrative
phenol
aldehyde,
followed
by
forming
product.