Advanced Synthesis & Catalysis,
Год журнала:
2021,
Номер
363(13), С. 3372 - 3377
Опубликована: Май 22, 2021
Abstract
A
hydroxyl‐assisted,
organophotoredox/cobalt
dual
catalyzed
annulation
of
2‐propynolphenols
to
form
2‐hydroxymethyl‐benzo[
b
]furans
was
developed
by
employing
1,2,3,5‐tetrakis(carbazol‐9‐yl)‐4,6‐dicyanobenzene
(4CzIPN)
as
photosensitizer
and
CoCl
2
(PPh
3
)
/5,5′‐dimethyl‐2,2′‐bipyridine
cobalt
catalytic
precursor.
Various
substrates
functional
groups
were
tolerated.
The
practical
applications
this
reaction
further
demonstrated
enlarged
gram‐scale
various
derivations
for
complex
heterocycles.
Primary
mechanistic
studies
suggested
the
involvement
cobalt‐hydride
mediated
hydrogen
atom
transfer
(HAT)
process.
magnified
image
Chemical Reviews,
Год журнала:
2021,
Номер
122(2), С. 1485 - 1542
Опубликована: Ноя. 18, 2021
The
merger
of
photoredox
catalysis
with
transition
metal
catalysis,
termed
metallaphotoredox
has
become
a
mainstay
in
synthetic
methodology
over
the
past
decade.
Metallaphotoredox
combined
unparalleled
capacity
for
bond
formation
broad
utility
photoinduced
electron-
and
energy-transfer
processes.
Photocatalytic
substrate
activation
allowed
engagement
simple
starting
materials
metal-mediated
bond-forming
Moreover,
electron
or
energy
transfer
directly
key
organometallic
intermediates
provided
novel
modes
entirely
complementary
to
traditional
catalytic
platforms.
This
Review
details
contextualizes
advancements
molecule
construction
brought
forth
by
metallaphotocatalysis.
ACS Catalysis,
Год журнала:
2023,
Номер
13(7), С. 4250 - 4260
Опубликована: Март 13, 2023
Herein,
we
disclose
an
efficient
cobalt-catalyzed
enantioselective
C–H
activation
and
annulation
of
benzamides
with
alkenes.
This
transformation
is
facilitated
via
the
commercially
available
cobalt(II)
catalyst
in
presence
easily
prepared
chiral
salicyl-oxazoline
(Salox)
ligand,
which
provides
facile
access
to
(R)
or
(S)
enantiomers
dihydroisoquinolone
derivatives.
It
noticeable
that
reaction
proceeded
efficiently
within
extremely
short
time
from
10
30
min
under
mild
conditions.
A
broad
range
alkenes
bear
various
functional
substituents
have
been
shown
good
compatibility
deliver
targeted
products
high
yields
enantioselectivities
(51
examples,
up
98%
yield
99%
ee).
The
gram
scale
experiment
removal
directing
group
further
demonstrate
practicability
this
protocol
potential
industrial
applications.
Density
theory
calculations
elucidate
mechanism,
spin-state
change
olefin
insertion
step
accelerates
subsequent
C–N
reductive
elimination,
identified
as
stereo-determining
step.
AIM
analysis
indicates
π
interactions
are
vital
for
controlling
switching
stereoselectivity.
ChemSusChem,
Год журнала:
2020,
Номер
13(13), С. 3306 - 3356
Опубликована: Фев. 17, 2020
Inexpensive
cobalt-catalyzed
oxidative
C-H
functionalization
has
emerged
as
a
powerful
tool
for
the
construction
of
C-C
and
C-Het
bonds,
which
offers
unique
potential
transformative
applications
to
modern
organic
synthesis.
In
early
stage,
these
transformations
typically
required
stoichiometric
toxic
transition
metals
sacrificial
oxidants;
thus,
formation
metal-containing
waste
was
inevitable.
contrast,
naturally
abundant
molecular
O2
more
recently
been
successfully
employed
green
oxidant
in
cobalt
catalysis,
thus
considerably
improving
sustainability
such
transformations.
Recently,
significant
momentum
gained
by
use
electricity
sustainable
environmentally
benign
redox
reagent
functionalization,
thereby
preventing
consumption
cost-intensive
chemicals
while
at
same
time
addressing
considerable
safety
hazards
related
oxygen
combination
with
flammable
solvents.
Considering
unparalleled
aforementioned
approaches
synthesis,
this
Review
summarizes
recent
progress
activation
until
2020.
Advanced Synthesis & Catalysis,
Год журнала:
2020,
Номер
363(4), С. 937 - 979
Опубликована: Дек. 25, 2020
Abstract
The
development
of
versatile
methods
for
the
formation
carbon‐nitrogen
bonds
has
significant
impact
on
synthetic
chemistry
community.
However,
it
remains
challenging
owing
to
utilization
costly
catalyst
systems
and
harsh
reaction
conditions.
Compared
conventional
methods,
photoredox
catalysis
which
harnesses
energy
from
light
emerged
as
an
environmentally
benign
cost‐effective
strategy
promoting
C−N
bond
constructions.
Furthermore,
synergistic
action
with
another
catalytic
process
a
profound
reactivity
profiles
many
traditional
routes.
Over
recent
years,
immense
progress
been
made
towards
expediting
photocatalysis
in
dual‐catalysis
achieving
various
industrially
important
processes
under
milder
This
review
highlights
advancement
state‐of‐the‐art
achieved
these
dual‐catalytic
platforms
construction
over
last
decade.
magnified
image
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(8), С. 2256 - 2279
Опубликована: Янв. 1, 2022
In
this
review
article,
we
summarized
recent
advances
in
the
transition
metal-catalyzed
heteroannulative
difunctionalization
of
alkenes
via
direct
C–H
activation
to
access
heterocyclic
frameworks.
European Journal of Organic Chemistry,
Год журнала:
2022,
Номер
2022(20)
Опубликована: Май 3, 2022
Abstract
Dual
photoredox
and
cobalt
catalysis
opens
a
new
exciting
avenue
for
transition
metal
catalyzed
cross‐coupling
reaction.
The
ability
of
this
approach
to
access
low
valent
species
gives
enormous
opportunity
develop
reactions
that
relies
on
stoichiometric
methods.
In
mini
review,
we
have
compiled
the
most
recent
development
dual
catalytic
system
with
particular
attention
paid
mechanistic
details
substrate
scope.
We
hope
review
will
be
useful
synthetic
organic
chemists
further
stimulate
advancement
more
novel
strategies.
Organic Letters,
Год журнала:
2020,
Номер
22(4), С. 1611 - 1617
Опубликована: Фев. 3, 2020
A
successful
protocol
for
the
reductive
aryl-aryl
cross-coupling
of
polyfluorinated
arenes
with
a
broad
range
aryl
halides
has
been
developed.
Sequential
carbon-fluorine
bond
cleavage
and
carbon-carbon
formation
are
two
important
features
reaction.
Addition
an
radical
anion
to
nickel
intermediate
was
achieved
first
time
using
polyfluoroarenes
as
precursors.
This,
in
combination
excellent
para
selectivity,
paves
way
synthesis
various
new
multifluorinated
biaryl
compounds.
