We
developed
a
molecular-oxygen-mediated
multicomponent
oxidative
cyclization
strategy
to
synthesize
N-heterocycles
containing
tertiary
alcohol
units
via
the
formation
of
key
C–OH
bonds
and
quaternary
carbon
centers.
This
formal
[3
+
2
1]
annulation
offers
green
sustainable
alternative
for
de
novo
bond
formation,
using
O2
as
both
oxidant
oxygen
source
under
metal-
catalyst-free
conditions.
Notably,
continuous
[1,5]-hydrogen
transfer
together
with
excess
alcohols
promotes
C–OH-bearing
products.
Additionally,
generation
centers
inhibits
conversion
C═O
bonds,
thus
stabilizing
desired
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(7), С. 1917 - 1923
Опубликована: Янв. 1, 2024
We
present
a
novel
synthesis
of
CF
3
-
and
alkynyl-substituted
quinoline
derivatives
based
on
Rh(
iii
)-catalyzed
cascade
reactions
N
-aryl
amidines
with
two
-ynones.
Then,
some
products
are
transformed
into
polycyclic
-benzo[
k
]phenanthridines
through
an
intramolecular
annulation
reaction.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 12, 2025
Organoselenium
compounds
and
quinolines
are
widely
used
in
drugs
materials.
Herein,
we
report
an
electro-oxidative
cyclization
between
isocyanides
diselenides
to
effectively
synthesize
2-organoselenyl
a
simple
undivided
cell
without
transition-metal
catalysts
or
toxic
oxidants.
Gram-scale
synthesis
postsynthetic
modifications
highlighted
the
practicality
of
this
electrochemical
strategy.
A
series
produced
with
up
82%
yield,
good
functional
group
tolerance
high
atom
efficiency
under
room
temperature.
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.
Organic Letters,
Год журнала:
2023,
Номер
25(22), С. 4086 - 4091
Опубликована: Май 25, 2023
FeCl3-catalyzed
decyanation
of
α-aminonitriles
followed
by
a
[4
+
2]
annulation
with
terminal
alkynes
has
been
developed
to
synthesize
2,4-diaryl
quinolines.
A
broad
range
aniline,
aldehyde,
and
arylacetylene
derivatives
were
well
tolerated
access
quinolines
in
moderate
good
yields.
The
control
experiment
studies
suggested
that
the
reaction
proceeds
through
nonradical
pathway
involving
Povarov-type
from
situ
generated
iminium
species.
synthetic
application
this
strategy
(i)
includes
gram-scale
synthesis
(ii)
continuous-flow
process
for
few
representative
compounds
shorter
time
(22
min)
(iii)
worked
styrene
as
proof
concept.
Organic Letters,
Год журнала:
2024,
Номер
26(34), С. 7191 - 7195
Опубликована: Авг. 20, 2024
Herein,
a
practical
three-component
[2
+
1
3]
cyclization
of
various
cyclic
ketones
with
α,β-unsaturated
aldehydes/ketones
and
ammonium
iodide
(NH4I)
to
access
highly
functional
fused
pyridines
has
been
developed.
The
features
this
transformation
include
mild
reaction
conditions,
readily
available
starting
materials,
excellent
chemoselectivity.
This
protocol
is
compatible
groups,
the
preliminary
studies
on
mechanism
are
also
provided.
Chemical Communications,
Год журнала:
2023,
Номер
59(98), С. 14595 - 14598
Опубликована: Янв. 1, 2023
A
one-pot
domino
reaction
of
o
-alkenylaryl
isocyanides
with
elemental
sulfur
and
selenium
as
well
FCH
2
I
in
water
was
developed
for
the
efficient
divergent
synthesis
2-thio-/seleno-/fluoromethylthio-/fluoromethylseleno-quinoline
derivatives.
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(17), С. 11994 - 12000
Опубликована: Авг. 17, 2024
A
convenient
protocol
for
synthesis
of
unsymmetrical
2-methylpyridines
from
acetyl
ketones,
ammonium
salts
and
tertiary
amines
is
described.
The
construction
two
C–C
bonds
C–N
via
[2
+
2
1
1]
four-component
domino
cyclization
reaction
achieved
using
Cu(OTf)
as
catalyst
in
one
pot.
This
shows
good
selectivity
produces
multisubstituted
2-methylpyridine
derivatives
yields
with
various
functional
groups.
