Ir-Catalyzed, Nitrogen-Directed C(sp3)–H and C(sp2)–H Borylation with a Spiro-Fluorene-Indenoindenyl Ligand
ACS Catalysis,
Год журнала:
2025,
Номер
unknown, С. 4061 - 4068
Опубликована: Фев. 21, 2025
Язык: Английский
Selective Borylation of C(sp3)−H Bond of Methyl Ethers Catalyzed by Iron Complexes Bearing Anionic Benzene‐Based PCP‐Pincer Ligands
ChemistryEurope,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 28, 2025
Abstract
Highly
selective
catalytic
C(sp
3
)−H
borylation
of
methoxy
groups
has
been
achieved
using
newly
synthesized
iron
complexes
bearing
benzene‐based
PCP‐type
pincer
ligands
as
catalysts.
Reactions
various
aryl
and
alkyl
methyl
ethers
substrates
with
bis(pinacolato)diboron
under
mild
reaction
conditions
proceeded
to
afford
the
corresponding
borylated
products
in
good
high
yields.
A
successful
example
iron‐catalyzed
a
methylene
group
tetrahydrofuran
(THF)
was
also
presented.
plausible
pathway
is
proposed
based
on
experimental
result
some
stoichiometric
reactions
DFT
calculations
model
reaction,
where
iron‐boryl
‐alkyl
may
work
key
intermediates.
Язык: Английский
Bis-CF3-bipyridine Ligands for the Iridium-Catalyzed Borylation of N-Methylamides
ACS Catalysis,
Год журнала:
2025,
Номер
unknown, С. 7112 - 7120
Опубликована: Апрель 16, 2025
Язык: Английский
Do we really need ligands in Ir-catalyzed C–H borylation?
Опубликована: Май 29, 2024
Direct
borylation
of
C–H
bonds
is
a
privileged
strategy
to
access
versatile
building
blocks
and
valuable
derivatives
complex
molecules
(late-stage
functionalization,
metabolite
synthesis).
This
perspective
aims
provide
an
overview
classification
the
catalytic
systems
developed
in
this
fast-growing
area
research.
Unexpected
selectivity
differences
between
two
established
directed-borylation
have
been
discovered
using
high-throughput
experimentation
highlighting
importance
classical
control
experiments
catalysis
Язык: Английский
Boronyl-Group-Assisted Decatungstate-Catalyzed Benzylic C(sp3)–H Alkylation
Organic Letters,
Год журнала:
2024,
Номер
26(23), С. 4853 - 4856
Опубликована: Июнь 5, 2024
Boronic
acid
synthesis
primarily
involves
the
introduction
of
boronyl
groups.
However,
an
alternative
route
that
functionalization
boronic
acids
has
not
received
much
attention.
This
study
describes
catalytic
C(sp3)–H
alkylation
ortho-tolylboronic
utilizing
interaction
between
a
free
group
[−B(OH)2]
and
decatungstate
photocatalyst
[W10O32]4–.
The
groups
alkylated
products
could
be
converted
without
isolation
product.
Язык: Английский
Metal-free C–H borylation of heterocycles by merging photoredox and hydrogen atom transfer catalysis
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(17), С. 4785 - 4793
Опубликована: Янв. 1, 2024
Reported
herein
is
a
method
that
merges
organophotoredox
and
hydrogen
atom
transfer
catalysis
to
enable
the
C–H
borylation
of
heterocycles
using
O
2
as
an
environmentally
friendly
oxidant.
Язык: Английский
Do we really need ligands in Ir-catalyzed C–H borylation?
CHIMIA International Journal for Chemistry,
Год журнала:
2024,
Номер
78(7-8), С. 513 - 517
Опубликована: Авг. 21, 2024
Direct
borylation
of
C–H
bonds
is
a
privileged
strategy
to
access
versatile
building
blocks
and
valuable
derivatives
complex
molecules
(late-stage
functionalization,
metabolite
synthesis).
This
perspective
aims
provide
an
overview
classification
the
catalytic
systems
developed
in
this
fast-growing
area
research.
Unexpected
selectivity
differences
between
two
established
directed-borylation
have
been
discovered
using
high-throughput
experimentation
highlighting
importance
classical
control
experiments
catalysis
Язык: Английский
The Difference in Ir-Catalyzed C(sp2)–H and C(sp3)–H Bond Activation Assisted by a Directing Group: Cyclometalation via Cis- or Trans-Chelation?
Ling-Qi Meng,
Jian-Sen Wang,
Xiao-Xia You
и другие.
Inorganic Chemistry,
Год журнала:
2024,
Номер
63(38), С. 17626 - 17638
Опубликована: Сен. 5, 2024
Iridium-catalyzed
C-H
borylation
of
aromatic
and
aliphatic
hydrocarbons
assisted
by
a
directing
group
was
theoretically
investigated.
Density
functional
theory
(DFT)
calculations
revealed
both
Ir-catalyzed
C(sp
Язык: Английский
Merging Ring-Opening 1,2-Metallate Shift with Asymmetric C(sp3)–H Borylation of Aziridines
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(28), С. 18879 - 18885
Опубликована: Июль 5, 2024
Chiral
secondary
alkyl
amines
with
a
vicinal
quaternary
stereocenter
are
undoubtedly
important
and
ubiquitous
subunits
in
natural
products
pharmaceuticals.
However,
their
asymmetric
synthesis
remains
formidable
challenge.
Herein,
we
merge
the
ring-opening
1,2-metallate
shift
iridium-catalyzed
enantioselective
C(
Язык: Английский
Efficient Construction of β-Arylethylamines via Selective C(sp3)-H Arylation of Aliphatic Amines
ACS Catalysis,
Год журнала:
2024,
Номер
unknown, С. 17535 - 17546
Опубликована: Ноя. 13, 2024
The
synthetic
innovations
in
generating
β-arylethylamines
have
the
potential
to
propel
advancements
drug
discovery,
as
are
common
structural
motifs
various
bioactive
compounds
and
drugs.
Here,
we
report
an
efficient
Pd
(II)-catalyzed
method
for
selective
β-C(sp3)-H
arylation
of
aliphatic
amines
construct
β-arylethylamine
frameworks.
With
easy
installation
removal
nitroso
directing
group
on
amine
nitrogen,
this
Pd-catalyzed
enables
(hetero)arylation
bonds
scaffolds
produce
tolerates
a
variety
functional
groups
both
coupling
partners.
It
offers
approach
direct
syntheses
drugs
from
native
amines,
thereby
overcoming
inherent
limitations
previously
known
methods.
This
identified
Pd-catalyst-system
features
low
catalyst
loading
C–H
functionalization
high
reaction
rate,
originating
pyridone-amide-ester
ligand
that
increases
activity
while
protecting
all
active
species
forming
inactive
complexes.
Experimental
computational
studies
disclose
valuable
effect
partially
results
pendant
ester
participates
several
steps
C(sp3)-H
activation
process
favors
Pd-catalytic
cycle.
Язык: Английский