meta-Nitration of Pyridines and Quinolines through Oxazino Azines
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
147(9), С. 7485 - 7495
Опубликована: Фев. 24, 2025
meta-Nitration
of
azines
(pyridines
and
quinolines)
serves
as
a
powerful
method
for
the
prompt
construction
derivatization
several
pharmaceuticals,
agrochemicals,
materials.
However,
due
to
inherent
electronic
properties
pyridines,
achieving
direct
selective
meta-C-H
nitration
under
mild
conditions
has
been
long-standing
challenge
in
synthetic
chemistry.
Currently,
there
is
no
adequate
strategy
late-stage
pyridine-containing
drugs
drug
precursors.
To
address
this
void,
we
introduce
practical
protocol
highly
regioselective
meta-nitration
pyridines
using
dearomatization-rearomatization
strategy.
The
introduced
provides
diversification
platform
at
meta-position
via
radical
pathway.
This
mild,
open-air,
one-pot,
scalable,
catalyst-free
process
employed
pyridine
containing
drugs,
precursors,
ligands
limiting
reagents.
Consecutive
C3
C5
difunctionalization
also
achieved
with
complete
regiocontrol
relying
on
sequential
addition,
which
further
highlights
potential
presented
work.
Additionally,
obtained
products
could
be
transformed
into
meta-amino
azine
other
valuable
building
blocks.
Incorporating
N-heterocyclic
amine
structures
through
amidation
ibuprofen
significantly
improved
drug's
clinical
success,
highlighting
importance
Язык: Английский
COBRA web application to benchmark linear regression models for catalyst optimization with few-entry datasets
Cell Reports Physical Science,
Год журнала:
2024,
Номер
unknown, С. 102348 - 102348
Опубликована: Дек. 1, 2024
Язык: Английский
Pd-Catalyzed Coupling of Aryl Chloride, Isocyanides, and Thiocarboxylate To Synthesize Thioamides
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 7, 2025
Although
aryl
chlorides
are
among
the
most
abundant
and
stable
aromatic
electrophiles,
coupling
of
with
isocyanides
has
remained
an
unsolved
challenge.
Herein,
we
report
a
general
transformation
chlorides,
isocyanides,
thiocarboxylates
to
synthesize
thioamides.
The
sterically
hindered
electron-rich
Josiphos
ligand
significantly
facilitates
rate-determining
oxidative
addition
step
reduces
toxicity
toward
metal
center.
combination
thiocarboxylate
as
nucleophile
ligands
enabled
coupling-tolerated
various
1°,
2°,
3°
which
provides
rapid,
efficient,
versatile
method
for
synthesis
large
quantities
thioamides,
including
those
pharmaceutical
relevance.
Язык: Английский
NHC-Cracker: A Platform for the In Silico Engineering of N-Heterocyclic Carbenes for Diverse Chemical Applications
ACS Catalysis,
Год журнала:
2025,
Номер
unknown, С. 5915 - 5927
Опубликована: Март 27, 2025
Язык: Английский
Nickel catalyzed C-N coupling of haloarenes with B2N4 reagents
Nature Communications,
Год журнала:
2025,
Номер
16(1)
Опубликована: Апрель 3, 2025
Язык: Английский
Green Approach for Pd-Catalyzed C–N Bond Formation with Weak Nitrogen Nucleophiles Using Saponin-Based Micellar Catalysis: Arylation of Anilines, Amides, Carbamates, Ureas, and Sulfonamides
ACS Sustainable Chemistry & Engineering,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 11, 2025
Язык: Английский
Palladium/N-Heterocyclic Carbene-Decorated Covalent Organic Framework for Suzuki–Miyaura and Mizoroki–Heck Cross-Coupling
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 2, 2025
Recently,
significant
breakthroughs
have
been
achieved
in
covalent
organic
frameworks
(COF)
as
well-defined
porous
materials
for
palladium
catalysis.
However,
the
development
of
modular
decorated
with
readily
available
and
strongly
σ-donating
N-heterocyclic
ligands
is
unexplored.
In
this
study,
we
report
a
novel
Pd-NHC/COF
framework,
where
active
species
incorporated
into
framework
through
accessible
benzimidazolium.
The
system
promotes
Suzuki-Miyaura
Mizoroki-Heck
C-C
cross-coupling
highly
reusable
catalyst.
Excellent
catalytic
efficiency
high
Z/E
selectivity
construction
biaryls
stilbenes
using
system.
Язык: Английский