European Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
2022(43)
Published: Oct. 21, 2022
Abstract
The
hydroxyl‐directed
iridium‐catalyzed
peri
‐selective
C−H
bond
activation
to
synthesize
substituted
pyrano[2,3,4‐
de
]chromen‐2‐ones
and
further
chalcogenylation
under
blue
light
irradiation
has
been
realized
efficiently.
Most
products
of
polycyclic
pyrans
corresponding
chalcogenated
derivatives
with
various
substituents
were
achieved
in
good
excellent
yields.
Preliminary
mechanistic
studies
suggest
that
this
transformation
may
pass
through
a
five‐membered
iridacycle
intermediate
containing
an
O−Ir
σ‐bond
photocatalytic
free
radical
process.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(8), P. 1820 - 1826
Published: Feb. 7, 2024
Abstract
Rh(I)‐catalyzed
C8‐selective
C−H
alkenylation
and
arylation
of
1,2,3,4‐tetrahydroquinolines
with
alkenyl
aryl
carboxylic
acids
under
microwave
assistance
have
been
realized.
Using
[Rh(CO)
2
(acac)]
as
the
catalyst
Piv
O
acid
activator,
undergo
decarbonylative
a
wide
range
acids,
affording
C8‐alkenylated
or
arylated
1,2,3,4‐tetrahydroquinolines.
This
method
enables
synthesis
that
would
otherwise
be
difficult
to
access
by
means
conventional
protocols.
Moreover,
this
catalytic
system
also
works
well
in
acids.
The
activity
strongly
depends
on
choice
N
‐directing
group,
readily
installable
removable
‐(2‐pyrimidyl)
group
being
optimal.
pathway
is
elucidated
mechanistic
experiments.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(17), P. 1986 - 1992
Published: April 25, 2024
Comprehensive
Summary
The
rhodium‐catalyzed
C—H
bond
activation
and
cyclization
of
3‐oxopent‐4‐enenitriles
with
alkynes
proceed
efficiently.
Various
2
H
‐pyrans
multiple
substituents
are
achieved
in
good
yields
through
regioselective
formation
C—O
C—C
bonds.
Transformations
involving
hydroxy‐alkynoates
resulted
products
a
furo[3,4‐
b
]pyran
skeleton
via
further
intramolecular
ester
exchange
processes.
Different
from
the
traditional
“1‐oxatrienes
pathway”,
this
method
for
synthesis
useful
possesses
certain
highlights
terms
readily
available
substrates,
stable
easily
derivatized
products,
gentle
convenient
operation
process,
step
atom
economy.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 12, 2024
We
developed
a
cascade
C–H
activation/[3
+
2]
annulation
for
enaminones
and
vinylene
carbonate,
employing
the
catalyst
[Cp*RhCl
2
]
oxidants.
This
reaction
allows
efficient
synthesis
of
3-carbonylpyrroles.
Asian Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
11(9)
Published: July 27, 2022
Abstract
The
phenyliodine(III)
bis(trifluoroacetate)
(PIFA)
induced
C−H
chalcogenylation
of
benzo[
d
]imidazo[5,1‐
b
]thiazoles
with
disulfides
or
diselenides
has
been
realized
efficiently
under
mild
and
easy
to
operate
conditions.
Most
products
were
obtained
in
good
excellent
yields.
Both
possible
radical
ionic
mechanisms
are
presented.
This
protocol
provides
a
pathway
for
the
rapid
simple
construction
diverse
organochalcogen
derivatives.
Chemistry - An Asian Journal,
Journal Year:
2023,
Volume and Issue:
19(4)
Published: Nov. 29, 2023
Abstract
A
palladium‐catalyzed
reaction
for
intermolecular
selective
C−H
cyclocarbonylation
of
2
‐
iodobiphenyls
is
described.
Intriguingly,
the
vinylene
carbonate
acts
as
a
carbon
monoxide
transfer
agent
to
enable
annulation
reaction.
Moreover,
versatile
synthon,
fluoren‐9‐one
can
be
transformed
into
variety
functionalized
organic
molecules,
such
[1,1′‐biphenyl]‐2‐carboxylic
acid,
1′
H
,3′
‐spiro[fluorene‐9,2′‐perimidine]
and
N
‐tosylhydrazones.
European Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
2022(47)
Published: Nov. 22, 2022
Abstract
The
synthesis
of
pyrido[1,2‐
a
]benzimidazole
derivatives
from
the
cobalt(III)‐catalyzed
C−H
activation
and
vinylene
transfer
imidazo[1,2‐
]pyridines
with
carbonate
has
been
proposed.
Most
products
]benzimidazoles
were
achieved
in
good
yields
under
simple
easy‐to‐operate
conditions.
Scale‐up
preparation
several
preliminary
mechanistic
studies
involving
bond
electronic
effects
between
different
substrates
also
performed.
This
protocol
offers
an
alternative
approach
for
diverse
useful
derivatives.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(75), P. 10358 - 10361
Published: Jan. 1, 2024
Herein,
we
disclose
the
first
reports
on
utilization
of
vinylene
carbonate
as
a
C1
methylene
source
in
ruthenium-catalyzed
additive
controlled
regioselective
C4-methylenation
and
weak
chelation-assisted
C8-formylmethylation
isoquinolinones.
Adopting
both
C2
synthon
is
an
important
highlight
this
work.
Amide
carbonyl
acts
traceless
directing
group
C8-formylmethylation.
Remarkably,
reaction,
two
C-C
bonds
form
one-pot
producing
dimeric
isoquinolinones
by
employing
surrogate
presence
copper
acetate
additive.
Importantly,
unsymmetrical
dimers
were
achievable,
albeit
low
yield.
Extensive
control
experiments
are
conducted
to
decipher
reaction
mechanism.
It
evident
from
mechanistic
studies,
that
formation
formylmethyl
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(34)
Published: July 15, 2023
Abstract
Ruthenium‐catalyzed
C−H
bond
activation
and
tandem
cyclization
of
2‐arylimidazo[1,2‐
a
]pyridines
with
iodonium
ylides
proceed
efficiently.
For
the
first
time,
easily
available
inexpensive
ruthenium
complex
were
employed
to
synthesize
pyrido[1,2‐
]benzimidazole
derivatives
in
good
yields
under
simple
easy‐to‐operate
conditions.
Several
primary
mechanism
investigations
synthetic
applications
involving
gram‐scale
preparation,
derivatization
reactions
transformation
ylide
generated
situ
have
also
been
conducted.
