The Journal of Organic Chemistry,
Год журнала:
2021,
Номер
86(24), С. 17816 - 17832
Опубликована: Дек. 7, 2021
We
report
a
Minisci-type
cross-dehydrogenative
alkylation
in
an
aerobic
atmosphere
using
abundant
and
inexpensive
cerium
chloride
as
photocatalyst
air
oxidant.
This
photoreaction
exhibits
excellent
tolerance
to
functional
groups
is
suitable
for
both
heteroarene
alkane
substrates
under
mild
conditions,
generating
the
corresponding
products
moderate-to-good
yields.
Our
method
provides
alternative
approach
late-stage
functionalization
of
valuable
substrates.
Chemical Reviews,
Год журнала:
2023,
Номер
123(8), С. 4237 - 4352
Опубликована: Янв. 24, 2023
The
emergence
of
modern
photocatalysis,
characterized
by
mildness
and
selectivity,
has
significantly
spurred
innovative
late-stage
C–H
functionalization
approaches
that
make
use
low
energy
photons
as
a
controllable
source.
Compared
to
traditional
strategies,
photocatalysis
paves
the
way
toward
complementary
and/or
previously
unattainable
regio-
chemoselectivities.
Merging
compelling
benefits
with
workflow
offers
potentially
unmatched
arsenal
tackle
drug
development
campaigns
beyond.
This
Review
highlights
photocatalytic
strategies
small-molecule
drugs,
agrochemicals,
natural
products,
classified
according
targeted
bond
newly
formed
one.
Emphasis
is
devoted
identifying,
describing,
comparing
main
mechanistic
scenarios.
draws
critical
comparison
between
established
ionic
chemistry
photocatalyzed
radical-based
manifolds.
aims
establish
current
state-of-the-art
illustrate
key
unsolved
challenges
be
addressed
in
future.
authors
aim
introduce
general
readership
functionalization,
specialist
practitioners
evaluation
methodologies,
potential
for
improvement,
future
uncharted
directions.
Green Synthesis and Catalysis,
Год журнала:
2020,
Номер
1(1), С. 1 - 11
Опубликована: Июнь 1, 2020
Despite
their
impressive
capacity
to
access
diverse
functional
groups
and
synthesize
structurally
complex
molecules,
the
majority
of
organic
reactions
suffers
from
harsh
conditions,
low
atom
economy,
hazardous
waste
production.
The
goal
our
research
is
geared
towards
developing
efficient
methods
minimize
adverse
environmental
impact
contributing
chemical
sustainability.
Herein,
we
illustrate
three
distinct
green
approaches,
studying
novel
reactivities
with
environmentally
innocuous
reagents
improve
synthetic
efficiency,
utilization
natural
feedstocks,
employment
energy
facilitate
various
important
transformations.
From
this
perspective
article,
hope
provide
an
overview
chemistry
inspire
expansion
field
in
future.
Green Chemistry,
Год журнала:
2021,
Номер
23(18), С. 6789 - 6862
Опубликована: Янв. 1, 2021
We
provide
a
review
of
the
progress
cross-dehydrogenative
coupling
reactions
in
constructing
wide
variety
C–C
bonds.
Sustainable
can
be
combined
with
multiple
forms
energy
output.
Angewandte Chemie International Edition,
Год журнала:
2020,
Номер
59(35), С. 15254 - 15259
Опубликована: Май 12, 2020
Abstract
A
novel
strategy
for
asymmetric
Shono‐type
oxidative
cross‐coupling
has
been
developed
by
merging
copper
catalysis
and
electrochemistry,
affording
C1‐alkynylated
tetrahydroisoquinolines
with
good
to
excellent
enantioselectivity.
The
use
of
TEMPO
as
a
co‐catalytic
redox
mediator
is
crucial
not
only
oxidizing
tetrahydroisoquinoline
an
iminium
ion
species
but
also
decreasing
the
oxidation
potential
reaction.
bisoxazoline
ligand
reported.
Journal of the American Chemical Society,
Год журнала:
2022,
Номер
144(36), С. 16219 - 16231
Опубликована: Сен. 2, 2022
The
odyssey
of
photochemistry
is
accompanied
by
the
journey
to
manipulate
"electrons"
and
"protons"
in
time,
space,
energy.
Over
past
decades,
single-electron
(1e-)
photochemical
transformations
have
brought
marvelous
achievements.
However,
as
each
photon
absorption
typically
generates
only
one
exciton
pair,
it
exponentially
challenging
accomplish
multielectron
proton
transformations.
multistep
differences
thermodynamics
kinetics
urgently
require
us
optimize
light
harvesting,
expedite
consecutive
electron
transfer,
interaction
catalysts
with
substrates,
coordinate
transfer
furnish
selective
bond
formations.
Tandem
catalysis
enables
orchestrating
different
events
catalytic
from
subpicoseconds
seconds,
which
facilitates
redox
chemistries
brings
consecutive,
value-added
reactivities.
Joint
efforts
molecular
material
design,
mechanistic
understanding,
theoretical
modeling
will
bring
synthetic
opportunities
for
fuels,
fertilizers,
chemicals
enhanced
versatility,
efficiency,
selectivity,
scalability,
thus
taking
better
advantage
photons
(i.e.,
sunlight)
our
sustainable
society.
Journal of the American Chemical Society,
Год журнала:
2021,
Номер
143(13), С. 4928 - 4934
Опубликована: Март 29, 2021
Minisci-type
reactions
constitute
one
of
the
most
powerful
methods
for
building
up
complexity
around
basic
heteroarenes.
The
desirable
variants
involve
formal
oxidative
coupling
a
C–H
bond
on
each
partner,
leading
back
to
simplest
possible
starting
materials.
We
herein
disclose
method
that
enables
such
linear
amides
and
heteroarenes
with
full
control
enantioselectivity
at
newly
formed
stereocenter
as
well
site
selectivity
both
heteroarene
amide.
This
is
achieved
by
use
chiral
phosphoric
acid
catalyst
in
conjunction
diacetyl
combined
hydrogen
atom
transfer
reagent
oxidant.
Diacetyl
directly
photoexcitable,
thus,
no
extraneous
photocatalyst
required:
an
added
feature
contributes
simplicity
practicality
protocol.
Angewandte Chemie International Edition,
Год журнала:
2020,
Номер
59(28), С. 11583 - 11590
Опубликована: Март 23, 2020
Abstract
Herein,
an
environmentally
friendly
electrochemical
approach
is
reported
that
takes
advantage
of
the
captodative
effect
and
delocalization
to
generate
nitrogen‐centered
radicals
(NCRs).
By
changing
reaction
parameters
electrode
material
feedstock
solubility,
dearomatization
enabled
a
selective
dehydrogenative
C−N
versus
N−N
bond
formation
reaction.
Hence,
pyrido[1,2‐
]benzimidazole
tetraarylhydrazine
frameworks
were
prepared
through
sustainable
transition‐metal‐
exogenous
oxidant‐free
strategy
with
broad
generality.
Bioactivity
assays
demonstrated
]benzimidazoles
displayed
antimicrobial
activity
cytotoxicity
against
human
cancer
cells.
Compound
21
exhibited
good
photochemical
properties
large
Stokes
shift
(approximately
130
nm)
was
successfully
applied
subcellular
imaging.
A
preliminary
mechanism
investigation
density
functional
theory
(DFT)
calculations
revealed
possible
pathway.
