ChemistrySelect,
Journal Year:
2022,
Volume and Issue:
7(5)
Published: Feb. 2, 2022
Abstract
In
contrast
to
C−C
bond
cleavage
of
cyclic
oxime
esters,
the
corresponding
coupling
reaction
without
ring‐opening
are
less
explored.
this
context,
we
report
an
unprecedented
method
for
synthesis
3‐sulfonyl
indenones
via
copper‐catalyzed
redox‐neutral
indanone
derivatives
with
sodium
sulfinates.
This
approach
provides
efficient
from
readily
available
any
ligands
and
external
oxidants.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(12), P. 1399 - 1406
Published: Feb. 29, 2024
Comprehensive
Summary
A
general
and
convenient
photoredox‐catalyzed
acylation
alkylcyanation
of
MBH
acetates
has
been
established,
enabling
the
assembly
C(sp
2
)–C(sp
3
)
bond
by
a
nitrogen‐centered
radical
strategy
for
synthesis
trisubstituted
alkenes
in
moderate
to
excellent
chemical
yields
(48
examples
total).
The
reaction
with
acyl
(indanone)
oxime
esters
afforded
containing
1,4‐dicarbonyl
groups.
Interestingly,
use
Eosin
Y
as
photocatalyst
catalytic
system
resulted
formation
distal
cyano
group‐anchored
via
deconstructive
functionalization
cycloketone
esters.
Notably,
these
resulting
compounds
could
be
applied
late‐stage
transformations,
providing
important
methods
dihydropyridazin‐3(2
H
)‐one.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(4), P. 635 - 697
Published: Jan. 13, 2024
Abstract
In
recent
years,
the
interest
to
develop
cyclizations
promoted
by
visible
light
has
been
gaining
a
lot
of
attention
due
its
sustainability
aspect.
this
review,
we
summarize
most
important
advances
in
period
describing
methods
used
generate
different
ring
sizes,
while
focusing
on
mechanistic
details
these
reactions.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(6), P. 4263 - 4272
Published: March 2, 2022
Heterocyclic
compounds,
especially
oxygen-containing
heterocyclic
are
crucial
moieties
in
bioactive
compounds
and
drug
leads.
Substituted
chroman-4-ones
a
kind
of
the
most
significant
structural
skeletons.
Herein,
we
report
visible-light-induced
dual
acylation
alkenes
for
constructing
3-substituted
chroman-4-ones,
which
undergoes
radical
tandem
cyclization
reaction
through
carbon–carbon
bond
cleavage
oxime
esters
by
nitrogen-centered
strategy.
A
series
were
prepared
with
up
to
86%
yield.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(16), P. 2772 - 2782
Published: July 1, 2022
Abstract
We
have
disclosed
an
alkenes
dicarbofunctionalization
method
to
introduce
alkyl
and
electron‐rich
aryl
across
the
C=C
bond
of
styrenes
under
copper
catalyst
oxidative
conditions,
leading
construct
C(
sp
3
)‐C(
2
)/C(
)
bonds
via
dual
C−H
functionalization.
This
realizes
synthesis
1,1‐diarylalkanes,
which
are
very
important
skeleton
in
natural
products
drug
molecules,
through
grafting
aromatics,
including
indoles,
pyrroles,
trisubstituted
aromatic.
magnified
image
Chemistry - A European Journal,
Journal Year:
2022,
Volume and Issue:
28(60)
Published: July 26, 2022
Traditionally,
cross-dehydrogenative
coupling
(CDC)
leads
to
C-N
bond
formation
under
basic
and
oxidative
conditions
is
proposed
proceed
via
a
two-electron
mediated
by
carbenium
ions.
However,
the
of
such
high-energy
intermediates
only
possible
in
presence
strong
oxidants,
which
may
lead
undesired
side
reactions
poor
functional
group
tolerance.
In
this
work
we
explore
if
oxidation
allows
three-electron
bonds
(resulting
"upconverted"
highly-reducing
radical-anions).
The
benefit
"upconversion"
process
ability
use
milder
oxidants
(e.
g.,
O
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(18), P. 3767 - 3778
Published: Jan. 1, 2022
Nitrogen
heterocycles,
especially
polycyclic
compounds,
are
significant
skeletons
in
valuable
molecules.
Herein,
we
developed
an
efficient
and
practical
visible-light-induced
acylation/cyclization
of
active
alkenes
with
acyl
oxime
derivatives
for
constructing
acylated
indolo/benzimidazo-[2,1,a]isoquinolin-6(5H)
ones.
This
reaction
was
compatible
various
functional
groups
a
series
fused
indole/imidazole
were
prepared
up
to
95%
yield
at
room
temperature.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(6), P. 2667 - 2667
Published: March 15, 2023
The
synthetic
strategies
of
oxime
derivatives
participating
in
radical-type
reactions
have
been
rapidly
developed
the
last
few
decades.
Among
them,
N–O
bond
cleavage
esters
leading
to
formation
nitrogen-centered
radicals
triggers
adjacent
C–C
produce
carbon-centered
free
radicals,
which
has
virtually
used
organic
synthesis
recent
years.
Herein,
we
summarized
radical
involving
and
through
this
special
reaction
form,
including
those
from
acyl
ester
cyclic
ketoxime
derivatives.
These
contents
were
systematically
classified
according
different
types.
In
review,
after
2021
included,
with
emphasis
on
substrate
scope
mechanism.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(37), P. 7628 - 7631
Published: Jan. 1, 2024
A
visible-light-mediated
radical
cascade
cyclization
of
N
-(
o
-cyanobiaryl)acrylamides
with
oxime
esters
for
the
assembly
acyl-containing
pyrido[4,3,2-
gh
]phenanthridines
has
been
developed.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(29), P. 5924 - 5929
Published: Jan. 1, 2024
A
transition-metal-
and
photocatalyst-free
photochemical
acylation
strategy
driven
by
the
photoexcitation
of
an
electron
donor–acceptor
(EDA)
complex
has
been
developed.
European Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
2022(35)
Published: Aug. 12, 2022
Abstract
A
new
photoinduced
acylation/arylation
of
N
‐(arylsulfonyl)acrylamide
with
acyl
oxime
esters
through
a
nitrogen‐centered
radical
protocol
has
been
disclosed
for
efficient
preparation
functionalized
indolin‐2‐ones,
which
proceeds
cascade
addition
carbon‐carbon
double
bond,
aryl
migration,
desulfonylation,
and
intramolecular
cyclization
sequence.
This
redox‐neutral
strategy
features
excellent
selectivity,
good
substituent
tolerance,
wide
substrate
scope.
