The meta-Selective C–H Functionalization of Phenol Derivatives Using a Nitrile-Based Directing Group
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Июнь 3, 2025
While
ortho-C-H
activation
has
been
well
explored,
meta-C-H
functionalization
of
phenols
remains
challenging
due
to
regioselectivity
constraints.
Here,
we
introduce
a
site-selective
olefination
strategy
using
an
aliphatic
nitrile
template
under
mild
room-temperature
conditions.
This
approach
leverages
nitrile-metal
interactions
enable
efficient
C-H
activation,
overcoming
the
harsh
conditions
required
in
traditional
methods.
With
broad
substrate
scope
and
high
efficiency,
this
method
successfully
applied
drug-like
natural
product
derivatives,
delivering
yields
selectivities.
Язык: Английский
Palladium catalyzed remote-meta-C–H functionalization of aniline scaffolds
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(5), С. 1473 - 1478
Опубликована: Янв. 1, 2024
Here,
we
report
on
a
microwave-assisted
accelerated
meta
-C–H
olefination
of
aniline
derivatives
using
simple
aliphatic
end-on
nitrile
assembly.
Notably,
the
protocol
shows
broad
substrate
compatibility
with
remarkable
regio-selectivity.
Язык: Английский
Distal-C–H Functionalization of Biphenyl Scaffolds Assisted by Easily Removable/Recyclable Aliphatic Nitrile Templates
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
89(1), С. 433 - 451
Опубликована: Дек. 22, 2023
We
present
here
the
distal-C–H
activation/functionalization
of
biphenyl
scaffolds
using
aliphatic
nitrile
templates.
The
approach
has
demonstrated
good
to
exclusive
meta
selectivities
over
a
wide
range
olefination
and
acetoxylation
substrates.
In
addition,
bis-olefination
been
accomplished
in
one-pot,
sequential
manner.
Notably,
this
technique
highlights
diversification
pharmaceuticals
natural
products.
Consequently,
temporary
directing
template
recovered
quantitively
from
coupled
product.
Язык: Английский
Synthesis of Aryl Naphthoquinones and Maleimides via Pd(II)‐Catalyzed Template‐Assisted m‐C(sp2)‐H Functionalization Reaction
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(59)
Опубликована: Авг. 12, 2024
An
efficient
approach
for
the
synthesis
of
substituted
aryl
naphthoquinones
via
a
Pd(II)-catalyzed
template-assisted
m-C(sp
Язык: Английский
Aliphatic Nitrile Template Enabled meta-C–H Olefination of Indene Enoate Esters under Microwave Accelerating Conditions
Organic Letters,
Год журнала:
2024,
Номер
26(41), С. 8899 - 8903
Опубликована: Окт. 10, 2024
Site-selective
activation
of
a
particular
remote
C-H
bond
in
molecules
with
multiple
bonds
remains
challenging
organic
synthesis.
In
addition,
evolving
such
transformations
via
the
utilization
unconventional
techniques
is
highly
desirable.
We
demonstrated
hitherto
unexplored
double
geometry-guided
and
end-on
nitrile-template-assisted
Язык: Английский