We
report
the
dearomative
transformation
of
pyridin-3-ols
via
oxidopyridinium
(5
+
4)
cycloaddition
with
o-quinodimethanes,
leading
to
2,3,6,7-tetrahydro-1H-2,6-methanobenzo[d]azonin-12-ones.
The
chemoselective
derivatization
obtained
cycloadduct
was
also
investigated
demonstrate
synthetic
potential
cycloadduct.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(33), С. 23338 - 23347
Опубликована: Авг. 6, 2024
A
single-atom
iron
catalyst
was
found
to
exhibit
exceptional
reactivity
in
acceptorless
dehydrogenative
coupling
for
quinoline
synthesis,
outperforming
known
homogeneous
and
nanocatalyst
systems.
Detailed
characterizations,
including
aberration-corrected
HAADF-STEM,
XANES,
EXAFS,
jointly
confirmed
the
presence
of
atomically
dispersed
centers.
Various
functionalized
quinolines
were
efficiently
synthesized
from
different
amino
alcohols
a
range
ketones
or
alcohols.
The
achieved
turnover
number
(TON)
up
10
Molecules,
Год журнала:
2025,
Номер
30(5), С. 1114 - 1114
Опубликована: Фев. 28, 2025
A
facile
strategy
to
increase
the
chemoselectivity
of
domino
reactions
was
proposed
and
successfully
applied
in
α-functionalization
ketones.
The
involved
widening
activation
energy
main
reaction
side
through
intermolecular
interactions,
thereby
increasing
reaction.
In
reaction,
TMSCF3
acted
as
an
excellent
reagent
which
increased
nucleophilicity
DMF
Van
der
Waals
force
reduced
H2O
a
hydrogen
bond.
We
found
that
can
difference
between
using
DFT
calculations,
greatly
avoided
formation
by-products.
recycled
by
rectification,
average
recovery
rate
87.2%.
XRD
experiments,
control
experiments
were
performed
support
this
mechanism.
are
confident
has
potential
deliver
significant
practical
advancements
while
simultaneously
fostering
broader
innovation
field
synthesis.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(46), С. 31647 - 31655
Опубликована: Ноя. 7, 2024
Despite
their
significant
importance,
the
challenges
in
direct
and
diverse
synthesis
of
N-heterocyclic
γ-amino
acids/esters/ketones
hamper
exploration
applications.
Herein,
by
developing
a
multifunctional
heterogeneous
iridium
single-atom
catalyst
composed
silica-confined
species
boron-doped
ZrO
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(22), С. 4516 - 4520
Опубликована: Янв. 1, 2024
Here,
we
report
an
iridium-catalyzed
reductive
β-alkylation
of
(iso)quinolinium
salts
with
β-chloro
ketones,
which
offers
important
complement
to
the
synthesis
functionalized
(iso)tetrahydroquinolines.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(11), С. 8131 - 8136
Опубликована: Май 16, 2024
Here,
reported
is
a
new
method
for
divergent
synthesis
of
functionalized
tetrahydroquinolines
(THQs),
featuring
biomedically
interesting
azabicyclo[4.1.0]heptane
core,
proceeding
with
mild
conditions,
good
substrate
and
functionality
tolerance,
operational
simplicity.
Mechanistic
studies
suggest
that
the
products
are
formed
via
carbonucleophilic
1,4-addition-induced
dearomatization
quinolinium
salts
intramolecular
cyclopropanation
α-halo
ketones
followed
by
α-nucleophilic
addition
different
nucleophiles.
The
present
work
lays
foundation
to
access
N-heterocycles
dearomative
tandem
functionalization
azaarenes.
Organometallics,
Год журнала:
2024,
Номер
43(18), С. 2097 - 2103
Опубликована: Сен. 3, 2024
Selective
functionalization
has
numerous
potential
applications
in
the
modification
of
bioactive
compounds
and
pharmaceuticals.
Herein,
we
advance
a
new
approach
for
selective
reductive
N-formylation
N-heteroarenes
transfer
hydrogenation
using
IrIII
complexes
as
catalysts.
The
combination
solvent,
equivalent
formic
acid
(FA),
reaction
temperature,
iridium
catalyst
exerts
high
product
selectivity,
delivering
divergent
formations
products
excellent
yields.
In
this
process,
FA
can
be
employed
not
only
hydrogen
source
but
also
reagent
under
different
conditions.