The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(15), P. 10277 - 10284
Published: July 6, 2022
Visible-light-induced
radical
cascade
acylation/cyclization/aromatization
of
N-propargyl
aromatic
amines
and
acyl
oxime
esters
for
the
construction
3-acylated
quinolines
is
developed.
This
approach
uses
as
precursor
radicals
well
acylation
reagents,
Eosin
Y
photocatalyst,
acetonitrile
solvent,
providing
a
convenient
route
toward
via
C-C
bond
cleavage
esters.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(3), P. 986 - 992
Published: Jan. 1, 2023
This
study
describes
a
green
and
novel
multi-component
reaction
for
direct
perfluoroalkylation/heteroarylation
of
[1.1.1]propellane
with
heteroarenes
perfluoroalkyl
iodines
to
diverse
bicyclo[1.1.1]pentanes
(BCPs).
Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
53(10), P. 4926 - 4975
Published: Jan. 1, 2024
In
search
for
the
perfect
wave(length).
This
review
is
dedicated
to
recent
efforts
in
development
of
visible
light
driven
photochemical
strategies
occurring
coloured
organic
compounds.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(40), P. 6092 - 6095
Published: Jan. 1, 2023
An
efficient
Ru(
ii
)-photoredox-catalyzed
radical
cascade
between
N
-substituted
2-arylbenzoimidazoles
and
diaryliodonium
triflates
furnishing
a
variety
of
arylated-benzimidazo[2,1-
]isoquinolin-6(5
H
)-ones
is
achieved.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(11), P. 1230 - 1236
Published: Feb. 5, 2024
Comprehensive
Summary
A
visible‐light‐enabled,
photocatalyst‐free
hydroacylation
reaction
of
azodicarboxylic
acid
derivatives
was
described.
This
radical
conjugate
addition
(RCA)
protocol
relied
on
the
dual
role
4‐acyl‐1,4‐dihydropyridine
(acyl‐DHP)
reagents
that
besides
being
as
reservoirs,
they
also
enabled
conversion
adducts
to
anion
intermediates
via
reduction.
Under
“catalyst‐oxidant‐additive
free”
conditions,
a
wide
range
structurally
different
acyl
hydrazide
products
were
readily
obtained
in
56%—99%
yields.
The
utility
this
transformation
further
demonstrated
by
scale‐up
synthesis
and
downstream
derivatization.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(10), P. 7233 - 7242
Published: April 26, 2024
A
self-catalyzed,
visible-light-induced,
directly
selective
C3–H
aroylation
of
quinoxalin-2(1H)-ones
via
energy
transfer
and
hydrogen
atom
(HAT)
catalysis
has
been
developed.
The
method
is
highly
atom-economical,
eco-friendly,
easy
to
handle.
Notably,
the
reaction
proceeded
efficiently
with
ambient
air
as
sole
oxidant
at
room
temperature.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(13), P. 4878 - 4911
Published: Jan. 1, 2023
This
review
showcases
the
most
recent
application
of
commercially
relevant
linear
and
alkylene
organic
carbonates
a
representative
enol
ester,
isopropenyl
acetate
(iPAc),
for
chemical
upgrading
renewable-based
compounds
biopolymers.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(9), P. 6071 - 6095
Published: April 16, 2023
Quinazoline
moieties
and
particularly
C4-substituted
quinazoline
scaffolds
are
widely
distributed
in
biologically
active
molecules,
thus,
direct
C4-functionalization
of
quinazolines
is
the
most
convenient
way
to
materialize
new,
straightforward,
sustainable
strategies
for
synthesis
useful
medicinal
targets.
Retrospecting
that,
effort
has
been
directed
toward
electrocatalytic
C4-H
bond
diversification
related
electron-deficient
N-heterocycles
(quinoxaline)
offering
C4
C3
benzoyl-,
acetyl-,
phenol-,
ether-,
phosphonate-,
nitroalkane-incorporated
via
a
radical
addition
pathway
under
sacrificial
oxidant-
additive-free
conditions.
Various
coupling
partners
quinazolines,
as
well
other
structurally
similar
heterocyclic
motifs,
respond
well,
providing
moderate
high
yields
coupled
products
along
with
gram-scale
upgradation.
Additionally,
performed
control
experiments
cyclic
voltammetry
investigations
also
nicely
justified
proposed
mechanism
process.
Further,
late-stage
functionalization
leading
indolo
quinolines
vinyl-sulfonated
using
ruthenium-catalyzed
skeletal
transformation
benzoylated
3b
appropriated
developed
methodology.
Finally,
this
reaction
can
be
summarized
(a)
anodic
activation
functionalized
Hantzsch
ester
furnish
key
species;
(b)
an
activated
N-heterocycle;
(c)
oxidation
target
product
without
assistance
any
metal
chelation.
