Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(20), P. 7845 - 7850
Published: Sept. 28, 2021
A
new
and
green
route
to
skeletally
diverse
oxo-heterocyclic
architectures
such
as
pyrano[3,4-c]chromen-2-ones
pyrano[3,4-c]quinolin-2-ones
is
reported
via
an
unprecedented
photocatalytic
Kharasch-type
cyclization/1,5-(SN″)-substitution/elimination/6π-electrocyclization/double
nucleophilic
substitution
cascade
starting
from
easily
available
heteroatom-linked
1,7-diynes
low-cost
CBrCl3.
During
this
reaction
process,
the
full
scission
of
carbon-halogen
bonds
BrCCl3
was
realized
directly
build
two
rings,
including
a
lactone
scaffold,
using
H2O
oxygen
source
ester
group.
Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
53(18), P. 9378 - 9418
Published: Jan. 1, 2024
Organic
transformation
by
light-driven
catalysis,
especially,
photocatalysis
and
photothermal
denoted
as
photo(thermal)
is
an
efficient,
green,
economical
route
to
produce
value-added
compounds.
In
recent
years,
owing
their
diverse
structure
types,
tunable
pore
sizes,
abundant
active
sites,
metal-organic
framework
(MOF)-based
catalysis
has
attracted
broad
interest
in
organic
transformations.
this
review,
we
provide
a
comprehensive
systematic
overview
of
MOF-based
for
First,
the
general
mechanisms,
unique
advantages,
strategies
improve
performance
MOFs
are
discussed.
Then,
outstanding
examples
transformations
over
introduced
according
reaction
type.
addition,
several
representative
advanced
characterization
techniques
used
revealing
charge
kinetics
intermediates
presented.
Finally,
prospects
challenges
field
proposed.
This
review
aims
inspire
rational
design
development
materials
with
improved
catalysis.
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
61(24)
Published: March 25, 2022
The
synthesis
of
primary
anilines
via
sustainable
methods
remains
a
challenge
in
organic
synthesis.
We
report
photocatalytic
protocol
for
the
selective
cross-coupling
wide
range
aryl/heteroaryl
halides
with
sodium
azide
using
photocatalyst
powder
consisting
nickel(II)
deposited
on
mesoporous
carbon
nitride
(Ni-mpg-CN
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
60(49), P. 25640 - 25666
Published: May 4, 2021
Classical
amination
methods
involve
the
reaction
of
a
nitrogen
nucleophile
with
an
electrophilic
carbon
center;
however,
in
recent
years,
umpoled
strategies
have
gained
traction
where
source
acts
as
electrophile.
A
wide
range
aminating
agents
are
now
available,
and
these
underpin
powerful
C-N
bond-forming
processes.
In
this
Review,
we
highlight
strategic
use
total
synthesis.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(6), P. 923 - 927
Published: Feb. 8, 2023
We
have
presented
a
carbonate
anion
assisted
photochemical
protocol
for
the
C-X
bond
activation.
Anion-π
interactions
been
leveraged
to
generate
aryl
radicals
from
easily
accessible
halides
that
are
further
utilized
in
C-P
and
C-B
formation
reactions
with
excellent
reactivity
broad
functional
group
tolerance.
Spectroscopic
investigations
DFT
studies
were
conducted
mechanistic
insights.
This
inexpensive
method
alleviates
use
of
photocatalyst
need
preactivation
substrate
light-induced
activation
bonds.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(31)
Published: March 28, 2024
Abstract
Photoinduced
aryl
radical
generation
is
a
powerful
strategy
in
organic
synthesis
that
facilitates
the
formation
of
diverse
carbon‐carbon
and
carbon‐heteroatom
bonds.
The
synthetic
applications
photoinduced
complex
compounds,
including
natural
products,
physiologically
significant
molecules,
functional
materials,
have
received
immense
attention.
An
overview
current
developments
production
methods
their
uses
given
this
article.
A
generalized
idea
how
to
choose
reagents
approach
for
radicals
described,
along
with
techniques
associated
mechanistic
insights.
Overall,
article
offers
critical
assessment
results
as
well
selection
reaction
parameters
specific
context
cascades,
cross‐coupling
reactions,
functionalization,
selective
C−H
functionalization
substrates.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(50), P. 6340 - 6361
Published: Jan. 1, 2024
In
this
review,
the
state-of-the-art
advances
in
radical-involved
C(sp
3
)–N
bond
formation
via
metallaphotoredox
catalysis
have
been
highlighted,
which
are
organized
according
to
different
catalytic
modes,
reaction
types,
and
substrate
classes.
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(23), P. 3831 - 3834
Published: Jan. 1, 2022
Here,
we
report
the
cerium-mediated
decarboxylative
alkylation
of
quinoxalin-2(1H)-ones
utilizing
feedstock
carboxylic
acids
as
a
radical
precursor
via
photoinduced-LMCT.
This
operationally
simple
protocol
overcomes
limitation
direct
use
to
access
alkyl
radicals.
Spectroscopic
investigations
reveal
photoinduced
LMCT
and
CO2
evolving
events.
We
have
utilized
broad
range
(1°
3°
acids),
amino
pharmaceutically-important
coupling
partner
synthesise
desired
alkylated
heterocyclic
product
in
good
excellent
yields.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(11), P. 7401 - 7424
Published: May 12, 2023
Herein,
we
report
a
blue-light-driven
amination
of
C(sp2)-H
bond
naphthoquinones
and
quinones
with
the
N-H
primary
secondary
amines
for
synthesis
2-amino-naphthoquinones
2-amino-quinones.
The
coupling
wide
array
aliphatic,
aromatic,
chiral,
primary,
having
electron
donating
(-CH3,
-OCH3,
-SCH3),
withdrawing
(-F,
-Cl,
-Br,
-I),
CO2H,
-OH,
-NH2
groups
acidic
protons
selectively
occurred
to
afford
C-N
coupled
in
60-99%
yields
hydrogen
gas
as
byproduct
methanol
solvent
without
using
any
additional
reagents,
additives,
oxidant
under
blue
light
irradiation.
Mechanistic
insight
by
DFT
computation,
controlled
experiments,
kinetic
isotopic
effect,
substitution
effect
substrates
suggest
that
reaction
proceeds
radical
pathway
which
naphthoquinone
forms
highly
oxidizing
naphthoquinonyl
biradical
upon
irradiation
(457
nm).
Consequently,
transfer
from
electron-rich
amine
an
leads
anion
aminyl
cation,
followed
proton
delocalization
leading
carbon-centered
radical.
cross-coupling
nitrogen
radicals
bond,
subsequent
elimination
(which
was
also
confirmed
GC-TCD),
affording
2-amino-1,4-naphthoquinone
metal-,
reagent-,
base-,
oxidant-free
conditions.
