Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(18)
Published: Feb. 21, 2023
Abstract
“Through
space”
palladium/hydrogen
shift
is
an
efficient
strategy
to
achieve
selective
functionalization
of
a
specific
remote
C−H
bond.
Compared
with
relatively
extensive
exploited
1,4‐palladium
migration
process,
the
relevant
1,5‐Pd/H
was
far
less
investigated.
We
herein
report
novel
pattern
between
vinyl
and
acyl
group.
Through
pattern,
rapid
access
5‐membered‐dihydrobenzofuran
indoline
derivatives
has
been
achieved.
Further
studies
have
unveiled
unprecedented
trifunctionalization
(vinylation,
alkynylation
amination)
phenyl
ring
through
1,5‐palladium
relayed
decarbonylative
Catellani
type
reaction.
A
series
mechanistic
investigations
DFT
calculations
provided
insights
into
reaction
pathway.
Notably,
it
that
in
our
case
prefers
stepwise
mechanism
involving
Pd
IV
intermediate.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(18)
Published: Feb. 21, 2023
"Through
space"
palladium/hydrogen
shift
is
an
efficient
strategy
to
achieve
selective
functionalization
of
a
specific
remote
C-H
bond.
Compared
with
relatively
extensive
exploited
1,4-palladium
migration
process,
the
relevant
1,5-Pd/H
was
far
less
investigated.
We
herein
report
novel
pattern
between
vinyl
and
acyl
group.
Through
pattern,
rapid
access
5-membered-dihydrobenzofuran
indoline
derivatives
has
been
achieved.
Further
studies
have
unveiled
unprecedented
trifunctionalization
(vinylation,
alkynylation
amination)
phenyl
ring
through
1,5-palladium
relayed
decarbonylative
Catellani
type
reaction.
A
series
mechanistic
investigations
DFT
calculations
provided
insights
into
reaction
pathway.
Notably,
it
that
in
our
case
prefers
stepwise
mechanism
involving
PdIV
intermediate.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(12), P. 2041 - 2046
Published: March 22, 2023
A
palladium-catalyzed
multicomponent
reaction
involving
o-bromobenzaldehydes
and
two
different
isocyanides
was
developed
to
assemble
series
of
isoindolinones
with
spiroindolenine
or
azepinoindole
skeletons.
This
sequential
insertion
features
mild
conditions,
a
wide
substrate
scope,
high
efficiency.
Preliminary
mechanistic
study
indicated
that
the
difference
in
steric
hindrance
between
isocyanide
components
is
crucial
when
regulating
sequence,
whereas
ligand
also
played
an
important
role
during
whole
process.
Chinese Journal of Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 14, 2025
Comprehensive
Summary
We
developed
a
novel
Pd‐catalyzed
carbonylation
of
ortho
‐alkenyl
iodobenzenes
with
CO,
affording
diverse
array
3‐arylindenones
in
good
to
excellent
yields
(up
94%
yield).
This
methodology
exhibits
broad
substrate
scope
and
functional
group
compatibility.
The
synthetic
utility
was
demonstrated
by
gram‐scale
reaction,
product
derivatizations,
the
preparation
an
intermediate
for
PPARγ
agonist.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(6), P. 1537 - 1543
Published: Jan. 1, 2023
A
novel
approach
to
synthesize
β,β-diaryl
substituted
α,β-unsaturated
esters
in
high
efficiency
and
with
excellent
regio-
stereoselectivities
was
developed.
ChemistrySelect,
Journal Year:
2023,
Volume and Issue:
8(6)
Published: Feb. 8, 2023
Abstract
This
review
aims
to
collect
and
analyze
recent
results
with
respect
the
use
of
varied
palladium
preparations
in
synthesis
five‐membered
nitrogen
heterocycles
including
condensed
derivatives.
Results
have
been
selected
focus
on
studies
last
three
years.
Furthermore,
a
common
feature
all
methods
treated
here
is
that
nitrogen‐containing
ring
formed
via
closing
appropriate
starting
materials.
Selected
examples
discussed
will
reveal
plethora
products
from
small
monocycles
multi‐ring
systems
can
be
successfully
accessed.
Major
features
are
wide
product
ranges,
high
yields
stereoselectivities
often
achieved
under
mild
reaction
conditions.
European Journal of Medicinal Chemistry Reports,
Journal Year:
2023,
Volume and Issue:
9, P. 100112 - 100112
Published: Aug. 29, 2023
Most
fungi
generate
secondary
metabolites
essential
to
their
growth
or
used
as
chemical
defense
systems.
They
produce
a
large
variety
of
small
molecules,
notably
alkaloids
containing
an
isoindolinone
unit
in
the
form
bicyclic
cichorine-type
molecules
more
less
substituted,
up
extended,
heavily
substituted
tri-
tetra-cyclic
equipped
with
one
two
prenyl
side
chains.
An
extended
family
than
170
derivatives
produced
by
mycelial
endophytic
has
been
identified
and
analyzed.
These
include
many
series
such
andicichorines,
aspergillinines,
caputmedusins,
clitocybins,
daldinans,
emerimidines,
emeriphenolicins,
entonalactams,
erinaceolactams,
erinacerins,
fendlerinines,
marilines,
meyeroguillines,
stachartins,
stachybotrins,
stachybotrysams,
sterenins,
xylactams,
others
compounds
endowed
pharmacological
properties
described
here.
The
also
includes
dimers,
potent
fibrinolytic
compounds,
those
designated
Stachybotrys
microspora
triprenyl
phenol
(SMTP)
lead
product
SMTP-7
(orniplabin)
currently
developed
for
treatment
stroke.
repertoire
isoindolinone-based
natural
products
is
(in
contrast
that
vascular
plants)
comprises
marked
anti-inflammatory,
antiviral,
anticancer
activities.
All
these
fungal
can
be
exploited
medicinal
guide
design
functionalized
analogues
targeting
different
enzymes
pathways.
biosynthetic
access
evoked
most
are
underlined.
Altogether,
review
offers
exhaustive
isoindolinones
origin
properties.
ChemCatChem,
Journal Year:
2023,
Volume and Issue:
16(5)
Published: Nov. 29, 2023
Abstract
“Through
space”
metal/hydrogen
shift
constitutes
one
of
the
efficient
elementary
step
in
organometallic
chemistry
to
achieve
selective
remote
C−H
bond
functionalization.
Compared
with
relatively
extensive
exploration
on
1,4‐palladium
migration,
processes
corresponding
1,5‐palladium
translocation
are
far
less
explored.
Based
our
understanding
related
research
areas,
we
summarized
advances
achieved
activation
through
a
key
migration
this
minireview.
The
background,
reaction
scope,
and
more
importantly,
mechanistic
rationale
each
transformation
was
discussed.
We
hope
by
reading
minireview,
could
get
general
perspective
direct
via
1,5‐palladium/hydrogen
shift,
understand
why
such
process
is
common
when
compared
going
1,4‐palladium/hydrogen
eventually
be
inspired
develop
practical
ways
for
synthesis
valuable
molecules,
which
not
prepared
easily
other
traditional
approaches.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 20, 2024
Comprehensive
Summary
Herein,
a
[1,2]‐phospha‐Brook
rearrangement‐initiated
palladium‐catalyzed
cyclization
reaction
for
base‐controlled
selective
synthesis
of
2
H
‐isoindole‐1‐carboxamide
and
‐isoindole‐1‐carbonitrile
derivatives
has
been
described.
This
strategy
features
double
isocyanide
insertion,
efficient
bond
combinations,
simple
operation
conditions.
Mechanistic
studies
show
that
the
rearrangement
is
key
step
in
this
reaction.
protocol
offers
novel
concise
‐isoindole
derivatives.
New Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
47(35), P. 16266 - 16307
Published: Jan. 1, 2023
Aristolactams
are
a
small
group
of
aporphinoid
alkaloids
containing
phenanthrene
chromophore
that
were
first
isolated
from
Aristolochia
argentina
(Aristolochiaceae),
which
is
the
richest
source
this
family
alkaloids.
