Chemical Society Reviews,
Journal Year:
2023,
Volume and Issue:
52(7), P. 2391 - 2479
Published: Jan. 1, 2023
The
metal-free
C–H
functionalisation
is
providing
environmentally
benign,
cost-effective,
sustainable
catalytic
systems.
Comprehensive
developments
of
various
reactions
are
the
focal
point
this
review.
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(5), P. 3085 - 3092
Published: Feb. 16, 2023
Oxidative
rearrangement
of
3-substituted
indoles
is
a
fundamental
organic
transformation
for
the
synthesis
2-oxindole
scaffolds.
However,
this
time-consuming
and
complex
task
produces
single
type
product
via
two-electron
oxidation
using
stoichiometric
chemical
oxidants.
Herein,
we
report
unified
efficient
copper-catalyzed
selective
single-electron
transfer
strategy
three
reactions
air
(O2)
as
terminal
oxidant,
providing
streamlined
practical
synthetic
approach
to
access
3-hydroxyl-,
3-alkoxyl-,
3-hygrogenous-2-oxindoles
3-radical-2-hydroxyl
indoline
intermediate.
This
copper
catalysis
protocol
demonstrates
high
chemoselectivity,
good
functional
group
tolerance,
broad
application
potential
in
modular
biologically
3-functionalized
oxindole
derivatives.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(27)
Published: May 21, 2024
Abstract
The
direct
functionalization
of
quinones
has
always
fascinated
research
communities
due
to
their
biological
and
redox
activities
subsequent
application.
Quinone
motifs
play
a
vital
role
as
precursors
for
many
bioactive
compounds
materials;
hence,
ingenious
methodologies
have
been
elaborated
exploring
these
units.
A
significant
part
the
synthetic
strategies
towards
functionalized
achieved
by
installing
substituents
on
hydroquinones,
phenols,
or
quinone
itself
different
oxidative
coupling
reactions
via
radical
pathways
with
without
utilization
metal
catalysts.
simple
C−H
bond
remains
challenging
inherited
electronic
nature
high
dissociation
energy.
This
review
article
summarizes
recent
advancement
made
through
quinones.
Our
primary
focus
will
be
approaches
mechanistic
that
appeared
in
last
two
decades,
along
short
historical
importance
family.
Chemistry - A European Journal,
Journal Year:
2020,
Volume and Issue:
27(20), P. 6145 - 6160
Published: Dec. 7, 2020
Organothiocyanate
and
organoselenocyanate
compounds
are
of
paramount
importance
in
organic
chemistry
as
they
key
intermediates
to
access
sulfur-
selenium-containing
compounds.
Therefore,
among
the
different
synthetic
pathways
get
SCN-
SeCN-containing
molecules,
original
methodologies
using
electrophilic
reagents
have
recently
been
explored.
This
Minireview
will
showcase
recent
advances
that
made.
In
particular,
design
several
sources
their
applications
for
thiocyanation
selenocyanation
various
classes
be
highlighted
discussed.
The Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
84(22), P. 14904 - 14910
Published: Oct. 16, 2019
A
metal-free,
environmentally
friendly
protocol
for
the
arylselenylation
of
2H-indazole
has
been
developed
using
a
catalytic
amount
I2
under
ambient
conditions.
number
3-(phenylselanyl)-2H-indazoles
with
wide
functional
group
tolerance
have
synthesized
in
good
yields
at
room
temperature.
Mechanistic
studies
suggest
that
reaction
possibly
proceeds
through
an
ionic
pathway.
RSC Advances,
Journal Year:
2019,
Volume and Issue:
9(39), P. 22685 - 22694
Published: Jan. 1, 2019
A
novel
and
sustainable
procedure
was
developed
for
the
synthesis
of
3-selenylindoles
employing
diorganyl
diselenides
indoles
or
electron-rich
arenes
as
starting
materials.
Visible
blue
light
used
to
promote
reaction
without
transition
metal
complexes
organic
photocatalysts
sensitizers.
Additives
such
strong
oxidants
bases
were
not
required.
Moreover,
ethanol
employed
a
benign
solvent
under
mild
conditions.
Through
this
easy
eco-friendly
approach,
several
number
asymmetric
diarylselenides
obtained
in
good
excellent
isolated
yields.
The Journal of Organic Chemistry,
Journal Year:
2020,
Volume and Issue:
85(14), P. 9106 - 9116
Published: June 16, 2020
A
sustainable
and
transition
metal-free
approach
for
C3
chalcogenation
chalcogenocyanation
of
imidazopyridines
with
KXCN
(X
=
S
or
Se)
has
been
developed
under
mild
conditions.
Importantly,
this
reaction
was
performed
in
the
presence
catalytic
iodine
aqueous
medium,
which
afforded
either
chalcogenated
chalcogenocyanated
temperature
control.
The
current
protocol
featured
a
broad
substrate
scope,
organic
solvent-free
conditions,
operational
convenience,
gram-scale
production.
Advanced Synthesis & Catalysis,
Journal Year:
2020,
Volume and Issue:
363(1), P. 62 - 119
Published: Oct. 31, 2020
Abstract
The
use
of
clean
and
renewable
light
sources
is
increasingly
common
in
organic
synthesis
due
to
its
safety,
practicality
economy.
Recently,
photoredox
catalysis
has
shown
great
application
values
transformations
because
advantages
environmentally
friendly
abundant
resources.
Indoles
their
derivatives
(indolines,
oxindoles
isatins)
are
the
core
skeletons
some
important
compounds
widely‐present
various
natural
products
pharmaceuticals
with
different
biological
activities.
Therefore,
research
on
modification
indoles
particularly
for
chemists
pharmacologists.
This
review
summarizes
effects
photocatalysis
indole
recent
decades.
These
accomplished
by
using
metal
photocatalysts
(
i.
e
.,
Ir,
Ru,
Ni,
Cu,
Fe,
Au,
Rh,
TiO
2
,
etc.)
or
non‐metallic
Rose
Bengal,
Eosin
Y,
quinones,
naphthols,
N‐heterocyclic
carbenes,
carbazoles,
pyrylium
salts,
etc.),
without
need
photocatalysts.
detailed
mechanisms
these
photo‐catalyzed/promoted
reactions
also
highlighted
deeply.
And
we
hope
this
will
be
helpful
researchers
interested
promising
field
photocatalyzed
transformations.
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