The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 16, 2024
An
Earth-abundant
Mn-PNP
pincer
complex-catalyzed
terpenylation
of
cyclic
and
acyclic
ketones
secondary
alcohol
1-phenylethanol
using
isoprenoid
derivatives
prenol,
nerol,
phytol,
solanesol,
E-farnesol
as
allyl
surrogates
is
reported.
The
C-C
coupling
reactions
are
green
atom-economic,
proceeding
via
dehydrogenation
alcohols
following
a
hydrogen
autotransfer
methodology
aided
by
metal-ligand
cooperation.
ACS Catalysis,
Год журнала:
2024,
Номер
14(17), С. 13451 - 13496
Опубликована: Авг. 26, 2024
Alcohols
are
abundant
with
versatile
structural
variety
and
have
ample
use
as
pivotal
functional
groups
in
numerous
organic
processes.
Because
of
their
frequent
occurrence
enumerable
natural
products,
bioactive
molecules,
medicinal
components,
alcohol
functionalities
provide
a
promising
scope
research
to
advance
the
operational
diversity
for
improving
clinical
success.
Recent
years
witnessed
design
modern
C–C
C–heteroatom
bond-forming
approaches
easily
accessible
commercially
available
unactivated
aliphatic
alcohols
native
adaptive
sp3
handles,
hence
offering
groundbreaking
transformative
pathways
functionalization
complex
molecular
architectures.
The
judicial
application
appropriate
activating
generate
alkyl
radical
from
through
C–O
bond
fragmentation
employ
it
potential
alkylating
agent
unfolds
unique
synthetic
strategies,
thereby
replacing
obvious
requirement
halides.
This
review
elaborately
discusses
recent
trends
regarding
using
C(sp3)-centered
various
chemical
transformations
by
exploiting
different
activation
modes
disrupter
under
photoredox
catalysis.
presentation
is
organized
nature
scaffolds,
kind
formation,
progress
achieved
this
domain
since
original
discovery
providing
illustrative
examples
mechanistic
details,
focus
on
difficulties
future
prospects.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
90(6), С. 2348 - 2361
Опубликована: Янв. 30, 2025
A
novel
and
efficient
electrochemical
method
for
electroselective
controlled
cross-coupling
of
isoindolinones
with
equivalent
alcohols
has
been
developed
without
the
need
metal
catalysts
strong
bases
under
mild
conditions.
The
reaction
provides
a
strategy
controllable
effective
synthesis
3-alkoxyl
N-hydroxymethyl-substituted
isoindolinones,
which
is
adjusted
by
4-OH-TEMPO
tolerates
various
substrates.
This
protocol
an
tool
construction
C-O
C-N
bonds
high
chemoselectivity.
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
23(10), С. 2365 - 2369
Опубликована: Янв. 1, 2025
A
general
approach
for
the
α-C-H
alkylation
of
alcohols
has
been
established,
offering
access
to
highly
functionalized
via
visible
light
irradiation
with
TBAP
as
a
co-catalyst.
The
methodology
exhibits
excellent
functional
group
tolerance
and
wide
substrate
scope.
Its
practicality
is
underscored
by
successful
gram-scale
synthesis
sunlight-driven
reaction
demonstration.
A
class
of
sulfonium
ylide-based
reagents
for
electrophilic
deuteriodifluoromethylation
is
reported.
Thus,
a
wide
array
ubiquitous
O-nucleophiles
such
as
sulfonic
acid,
alcohol,
carboxyl
and
phosphoric
acid
are
deuteriodifluoromethylated,
providing
straightforward
approach
to
access
the
OCF2D-functionalizazed
scaffolds
that
otherwise
challenging
synthesize
using
conventional
methods.
This
base-free
protocol
also
displays
broad
functional
group
compatibility
amenable
effective
late-stage
modification
bioactive
molecules.
A
formal
deoxygenative
silylation
of
primary
alcohols
is
reported.
The
one-pot
procedure
consists
an
in
situ
bromination
the
alcohol
and
a
subsequent
nickel-catalyzed
cross-electrophile
coupling
formed
alkyl
bromide
various
vinyl-substituted
chlorosilanes.
key
to
success
compatibility
nickel
catalysis
as
well
chlorosilane
electrophile
with
byproducts
preceding
step,
especially
triphenylphosphine
oxide
likely
acting
weak
ligand
for
excess
catalyst
used.
Organic Letters,
Год журнала:
2024,
Номер
26(30), С. 6413 - 6417
Опубликована: Июль 22, 2024
Nickel-catalyzed
aqueous
cyanation
of
allylic
alcohols
is
herein
described.
This
catalytic
protocol
provided
environmentally
friendly
and
operationally
simple
access
to
a
variety
nitriles
in
good
yields.
For
chiral
alcohols,
the
reaction
gave
with
high
degree
inversion.
The
accelerated
release
cyanide
H
Organic Letters,
Год журнала:
2024,
Номер
26(43), С. 9299 - 9304
Опубликована: Окт. 23, 2024
Herein,
we
have
demonstrated
the
application
of
bench-stable
polyfluorinated
alcohols
as
fluoroalkylating
reagents
for
a
sequential
one-pot
transformation
with
ketones
to
R-CF
Abstract
Installing
fluoroalkyl
motifs
into
biorelevant
indoles
is
particularly
interesting
due
to
their
ubiquitous
presence
in
drug
molecules.
Herein,
we
demonstrate
the
regioselective
C4
fluoroalkoxylation
of
using
fluoroalcohols
via
palladium‐catalyzed
chelation‐assisted
C─H
activation.
The
weak
chelating
benzoyl
moiety
at
C3
position
acts
as
a
directing
group
for
remote
C(4)─H
diversely
substituted
indoles.
This
methodology
demonstrates
high
level
regioselectivity
and
tolerates
range
crucial
functional
groups,
yielding
diverse
trifluoroalkoxylated
moderate
good
yields.
Removal
directing/protecting
groups
further
functionalization
established
synthetic
utility
methodology.
A
preliminary
mechanistic
investigation
conducted
by
isolating
palladacycle
intermediate
performing
deuterium
scrambling
study.
