Chemistry - An Asian Journal,
Journal Year:
2019,
Volume and Issue:
14(15), P. 2694 - 2703
Published: May 29, 2019
Several
cobalt
complexes
bearing
tridentate
(NNN)
ligands
were
synthesized
and
served
as
precatalysts
for
alkyne
hydrosilylation
with
Ph2
SiH2
.
For
terminal
alkynes,
the
catalyst
L2
b-CoCl2
was
selected,
resulted
in
corresponding
α-vinylsilanes
high
(Markovnikov)
regioselectivity
extensive
functional-group
tolerance.
internal
diaryl
c-CoCl2
exhibited
best
activity,
afforded
E-selective
vinylsilanes
through
syn-addition
excellent
yield
under
mild
conditions.
Chemical Reviews,
Journal Year:
2024,
Volume and Issue:
124(9), P. 6078 - 6144
Published: April 17, 2024
Alcohols
are
abundant
and
attractive
feedstock
molecules
for
organic
synthesis.
Many
methods
their
functionalization
require
them
to
first
be
converted
into
a
more
activated
derivative,
while
recent
years
have
seen
vast
increase
in
the
number
of
complexity-building
transformations
that
directly
harness
unprotected
alcohols.
This
Review
discusses
how
transition
metal
catalysis
can
used
toward
this
goal.
These
broadly
classified
three
categories.
Deoxygenative
functionalizations,
representing
derivatization
C–O
bond,
enable
alcohol
act
as
leaving
group
formation
new
C–C
bonds.
Etherifications,
characterized
by
O–H
represent
classical
reactivity
has
been
modernized
include
mild
reaction
conditions,
diverse
partners,
high
selectivities.
Lastly,
chain
reactions
described,
wherein
acts
mediator
formal
C–H
alkyl
backbone.
Each
these
classes
transformation
will
discussed
context
intermolecular
arylation,
alkylation,
related
reactions,
illustrating
alcohols
harnessed
Journal of the American Chemical Society,
Journal Year:
2019,
Volume and Issue:
141(44), P. 17487 - 17492
Published: Oct. 29, 2019
A
method
for
the
synthesis
of
substituted
cycloalkanes
was
developed
using
diols
and
secondary
alcohols
or
ketones
via
a
cascade
hydrogen
borrowing
sequence.
non-noble
air-stable
manganese
catalyst
(2
mol
%)
used
to
perform
this
transformation.
Various
1,5-pentanediols
(3-4
equiv)
(1
were
investigated
prepare
collection
cyclohexanes
in
diastereoselective
fashion.
Similarly,
cyclopentane,
cyclohexane,
cycloheptane
rings
constructed
from
1,4-butanediol,
1,5-pentanediol,
1,6-hexanediol,
sterically
hindered
following
(4
+
1),
(5
(6
1)
strategy,
respectively.
This
reaction
provides
an
atom
economic
methodology
construct
two
C-C
bonds
at
single
carbon
center
generating
high-value
readily
available
as
feedstock
earth-abundant
metal
catalyst.
The Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
84(10), P. 6286 - 6297
Published: April 15, 2019
Iridium(I)
complexes
having
an
imidazol-2-ylidene
ligand
with
benzylic
wingtips
efficiently
catalyzed
the
β-alkylation
of
secondary
alcohols
primary
and
acceptorless
dehydrogenative
cyclization
2-aminobenzyl
alcohol
ketones
through
a
borrowing
hydrogen
pathway.
The
β-alkylated
alcohols,
including
cholesterol
derivatives,
substituted
quinolines
were
obtained
in
good
yields
by
using
minute
amount
catalyst
catalytic
NaOH
or
KOH
under
air
atmosphere,
liberating
water
(and
H2
case
quinoline
synthesis)
as
sole
byproduct.
Notably,
this
system
demonstrated
turnover
numbers
940
000
(for
down
to
0.0001
mol
%
=
1
ppm
catalyst)
9200
(acceptorless
ketones).
Organic Letters,
Journal Year:
2020,
Volume and Issue:
22(5), P. 2064 - 2069
Published: Feb. 24, 2020
An
iron-catalyzed
borrowing
hydrogen
strategy
has
been
applied
in
the
synthesis
of
β-branched
carbonyl
compounds.
Various
secondary
benzylic
and
aliphatic
alcohols
have
used
as
alkylating
reagents
under
mild
reaction
conditions.
The
ketones
isolated
good
to
excellent
yield.
Deuterium
labeling
experiments
provide
evidence
that
alcohol
is
hydride
source
this
no
reversible
step
or
hydrogen/deuterium
scrambling
takes
place
during
process.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(3), P. 869 - 875
Published: Jan. 21, 2021
Herein,
a
phosphine-free
pincer
ruthenium(III)
catalyzed
β-alkylation
of
secondary
alcohols
with
primary
to
α-alkylated
ketones
and
two
different
β-branched
are
reported.
Notably,
this
transformation
is
environmentally
benign
atom
efficient
H2O
H2
gas
as
the
only
byproducts.
The
protocol
extended
gram-scale
reaction
for
functionalization
complex
vitamin
E
cholesterol
derivatives.
Catalysts,
Journal Year:
2020,
Volume and Issue:
10(6), P. 635 - 635
Published: June 7, 2020
Recently,
an
increasing
number
of
metal
complex
catalysts
have
been
developed
to
achieve
the
activation
or
transformation
substrates
based
on
cooperation
between
atom
and
its
ligands.
In
such
“cooperative
catalysis,”
ligand
not
only
is
bound
metal,
where
it
exerts
steric
electronic
effects,
but
also
functionally
varies
structure
during
elementary
processes
catalytic
reaction.
this
review
article,
we
focus
metal–ligand
involving
aromatization
dearomatization
ligand,
thus
introducing
newest
developments
examples
homogeneous
reactions.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(9), P. 3320 - 3325
Published: April 21, 2021
Acceptorless
double
dehydrogenative
cross-coupling
of
secondary
and
primary
alcohols
under
nickel
catalysis
is
reported.
This
Guerbet
type
reaction
provides
an
atom-
a
step-economical
method
for
the
C-alkylation
mild,
benign
conditions.
A
broad
range
substrates
including
aromatic,
cyclic,
acyclic,
aliphatic
was
well
tolerated.
Interestingly,
cholesterol
derivatives
cyclopentanol
with
various
were
also
demonstrated.
Catalysis Science & Technology,
Journal Year:
2022,
Volume and Issue:
12(15), P. 4753 - 4762
Published: Jan. 1, 2022
β-Alkylation
of
alcohols
has
been
efficiently
accomplished
using
readily
available
3d
metal
Cr
under
microwave
conditions
in
air.
Well-defined
molecular
is
involved
with
a
KIE
7.33
and
insertion
α-alkylated
ketone
into
Cr–H
bond
as
the
RDS.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(18), P. 3100 - 3121
Published: July 4, 2022
Abstract
The
alkylation
of
ketones
or
secondary
alcohols
using
as
alkylating
agents
via
hydrogen
borrowing
strategy
presents
a
powerful
method
for
the
synthesis
ɑ‐alkylated
ketones.
In
this
review,
we
summarize
progress
catalyzed
by
Ir,
Pd,
Rh,
Ru,
Mn,
Fe,
Co,
Ni,
and
Cu
catalysts
α‐alkylation
with
cross‐coupling
from
2017
to
2021.
A
wide
range
(aromatic
aliphatic
ketones)
(benzylic
primary
alcohols,
aromatic
alkenyl
diols)
are
well
tolerated.
Furthermore,
also
discuss
current
challenges
propose
perspectives
on
coming
development
in
filed.
objective
present
review
is
give
an
overview
recent
advances
β‐alkylation
alcohols.
Finally,
hope
that
will
inspirations
magnified
image