Advances in transition metal-catalyzed C–H amination strategies using anthranils
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(44), С. 8794 - 8812
Опубликована: Янв. 1, 2023
Modern
times
have
witnessed
an
uprise
in
the
synthesis
and
derivatization
of
nitrogen-containing
fused
heterocycles.
Amination
reactions
involving
nitrene
chemistry
always
been
most
convenient
choice
for
incorporation
a
nitrogen
atom
molecule.
The
utilization
open
species
harnesses
harsh
conditions.
Hence,
transition
metal-catalyzed
C-H
amination
using
aminating
agents
attractive
choice.
Electrophilic
are
well
exploited
due
to
their
desirable
reaction
Out
all,
anthranils
paved
way
forward
utility
simultaneously
forming
two
new
functional
groups
(amine
carbonyl).
follows
metal-nitrenoid
pathway.
Often,
has
followed
by
Lewis
acid
or
metal-mediated
intramolecular
cyclization
directly
produce
This
review
broadly
demonstrates
as
agent
reactions.
focus
given
scope,
limitations,
mechanistic
understanding
such
electrophilic
agent,
anthranil,
with
metals.
Язык: Английский
Palladium-Catalyzed Regioselective B(3,4,5,6)–H Tetra-Arylation of o-Carboranes
Inorganic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 21, 2025
A
transition-metal-catalyzed
iterative
multiple
cage
B-H
activation
reaction
for
constructing
multifunctionalization
of
o-carboranes
in
one
pot
is
challenging.
Herein,
palladium-catalyzed
regioselective
tetra-arylation
a
wide
range
C(1)-N-aryl-o-carboranyl
amides
with
aryl
iodides
has
been
developed.
variety
B(3,4,5,6)-tetra-arylated
were
synthesized
good-to-excellent
yields.
Moreover,
the
mono-,
di-,
and
triarylated
intermediate
products
isolated,
exact
structures
determined
by
NMR,
high-resolution
mass
spectrometry,
X-ray
analysis,
which
provide
rationale
that
order
introduction
groups
into
o-carborane
B(4)
>
B(5)
B(3)/B(6).
This
protocol
represents
powerful
synthetic
method
polyfunctionalization
derivatives
under
very
mild
simple
conditions,
offers
valuable
reference
design
synthesis
molecular
propellers
based
on
carboranes.
Язык: Английский