Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(21)
Опубликована: Март 9, 2022
This
work
reports
a
site-selective
C-H
borylation
of
pyridines
at
the
ortho-position
with
pinacolborane
enabled
by
an
yttrocene
catalyst.
The
reaction
provides
new
family
2-pyridyl
boronates
broad
substrate
scope
and
high
atom
efficiency.
resultant
were
able
to
undergo
variety
transformations,
e.g.,
oxidation,
Suzuki-Miyaura
coupling,
Chan-Lam
amination
etherification.
Catalytic
intermediates,
including
ortho-C-H
metalated
borylated
complexes,
isolated
from
stoichiometric
experiments
confirmed
single-crystal
X-ray
diffraction.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(31)
Опубликована: Июнь 9, 2023
We
demonstrate
that
arylchlorodiazirines
serve
as
photo-activated
halocarbene
precursors
for
the
selective
one-carbon
ring
expansion
of
N-substituted
pyrroles
and
indoles
to
corresponding
pyridinium
quinolinium
salts.
Preliminary
investigations
indicate
same
strategy
also
enables
conversion
pyrazoles
pyrimidinium
The
N-substituent
substrate
plays
an
essential
role
in:
(1)
increasing
scope
by
preventing
product
degradation,
(2)
enhancing
yields
suppressing
co-product
inhibition,
(3)
activating
azinium
products
towards
subsequent
synthetic
manipulations.
This
latter
point
is
illustrated
subjecting
salts
four
complementary
partial
reductions,
which
provide
concise
access
ring-expanded
with
different
degrees
increased
C(sp
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(16)
Опубликована: Фев. 21, 2023
Abstract
Late‐Stage
Functionalisation
(LSF)
is
an
innovative
technique
that
has
been
successfully
applied
to
the
C−H
diversification
of
pharmaceuticals.
However,
LSF
pyridine
ring
in
drug‐like
molecules
often
unselective.
As
a
result,
mixture
structurally
related
products
obtained,
thus
making
purification
tedious
and
time‐consuming.
This
review
shines
light
on
recent
strategies
addressing
selectivity
issue
complex
natural
or
drugs
containing
moiety.
Specifically,
we
have
reviewed
efforts
reported
both
academia
industries
with
hope
providing
guide
for
elaborated
pyridines.
Chemical Science,
Год журнала:
2024,
Номер
15(20), С. 7408 - 7440
Опубликована: Янв. 1, 2024
Recent
advances
in
synthesis
have
opened
the
way
to
a
variety
of
boron
helicenes.
We
highlight
main
achievements
these
chiral
compounds
and
discuss
their
photophysical
properties
potential
as
functional
materials.
Materials Horizons,
Год журнала:
2024,
Номер
11(10), С. 2494 - 2505
Опубликована: Янв. 1, 2024
We
present
a
new
type
of
core–shell
copper
nanocluster,
[Cu
29
(S
t
Bu)
13
Cl
5
(PPh
3
)
4
H
10
]
BuSO
,
that
has
multiple
active
sites
on
its
surface.
This
nanocluster
serves
as
versatile
heterogeneous
catalyst
for
various
C-heteroatom
(C–O,
C–N
and
C–S)
bond-forming
reactions.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
unknown
Опубликована: Сен. 19, 2024
Copper
nanoclusters
(Cu
NCs)
characterized
by
their
well-defined
electronic
and
optical
properties
are
an
ideal
platform
for
organic
photocatalysis
exploring
atomic-level
behaviors.
However,
potential
as
greener,
efficient
catalysts
challenging
reactions
like
decarboxylative
oxygenation
under
mild
conditions
remains
unexplored.
Herein,
we
present
Cu
We
report
a
Pd-catalyzed
decarboxylative
Negishi
coupling
reaction
for
efficient
biaryl
synthesis
from
various
zinc
aryl
carboxylates,
including
polyfluorobenzoates
and
heteroaryl
using
DMF
as
the
solvent.
This
mild
exhibits
broad
substrate
scope
enables
late-stage
functionalization
of
bioactive
molecules.
Mechanistic
studies
show
that
DMF-assisted
catalyzes
decarboxylation
polyfluorinated
carboxylates
to
generate
arylzinc
reagents
in
situ,
which
then
undergo
catalyzed
by
palladium
with
arylthianthrenium
salts
form
compounds.
Notably,
this
protocol
represents
rare
example
zinc-mediated
demonstrates
novel
strategy
preparing
easily
accessible
(hetero)aryl
carboxylic
acids.
ACS Catalysis,
Год журнала:
2021,
Номер
11(24), С. 14803 - 14810
Опубликована: Ноя. 29, 2021
The
Suzuki–Miyaura
cross-coupling
between
polyfluorinated
arylboron
nucleophiles
and
aryl
halides
enables
the
efficient
construction
of
structural
motifs
frequently
found
in
organic
materials
catalysts.
A
key
challenge
associated
with
this
transformation
involves
slow
transmetalation
weakly
nucleophilic
organoboron
reagents,
which
often
reduces
yield
coupling
products.
Here,
we
show
that
solid-state
high-temperature
ball-milling
conditions
facilitate
a
palladium-catalyzed
arylboronic
acids
pinacol
esters
employing
simple
catalytic
system
absence
any
stoichiometric
additives.
This
reaction
exhibits
broad
substrate
scope
can
be
carried
out
air,
use
large
amounts
dry
degassed
solvents
is
not
required.
successful
reagents
was
ascribed
to
extremely
high
concentrations
substrates
catalyst
under
conditions.
