Catalytic macrocyclization of unactivated C(sp3)-H bond in natural product synthesis
Tetrahedron Green Chem,
Journal Year:
2025,
Volume and Issue:
unknown, P. 100064 - 100064
Published: Jan. 1, 2025
Language: Английский
Multistep Cascade Catalyzed by a Single-Chiral Lewis Acid: Efficient Asymmetric Synthesis of Macrocyclic Chiral Dilactones and Dilactams
Bailin Wang,
No information about this author
Jie-Qiang Yu,
No information about this author
Qian Zhang
No information about this author
et al.
JACS Au,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 30, 2025
Language: Английский
A General Medium-to-Large Sized Ring Synthesis Enabled by Copper-Catalyzed Difluoroalkylamidation Cyclization of Alkynes
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 9, 2025
This
paper
describes
a
novel
coordinating
activation
strategy
that
enables
the
synthesis
of
medium-to-large
sized
rings
(11-17
members)
via
an
unprecedented
difluoroalkylamidation
cyclization
alkynes.
method
provides
efficient
platform
for
accessing
skeleton-diverse
difluoroalkyl-containing
cyclic
enamides
with
complete
regio-
and
stereoselectivity.
The
protocol
features
broad
substrate
compatibility,
functional
group
tolerance,
ease
use
at
dilution
concentrations
(50
mM)
are
not
high.
Moreover,
synthetic
utility
this
difunctional
is
underscored
by
its
application
in
late-stage
modification
complex
molecules.
Additionally,
click
reaction
facilitates
derivation
alkynyl-substituted
products,
demonstrating
methodology's
potential
biological
sciences.
Language: Английский
Applications of Supramolecular Polymers Generated from Pillar[n]arene-Based Molecules
Xu Li,
No information about this author
Yan Jin,
No information about this author
Nansong Zhu
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et al.
Polymers,
Journal Year:
2023,
Volume and Issue:
15(23), P. 4543 - 4543
Published: Nov. 27, 2023
Supramolecular
chemistry
enables
the
manipulation
of
functional
components
on
a
molecular
scale,
facilitating
"bottom-up"
approach
to
govern
sizes
and
structures
supramolecular
materials.
Using
dynamic
non-covalent
interactions,
polymers
can
create
materials
with
reversible
degradable
characteristics
abilities
self-heal
respond
external
stimuli.
Pillar[n]arene
represents
novel
class
macrocyclic
hosts,
emerging
after
cyclodextrins,
crown
ethers,
calixarenes,
cucurbiturils.
Its
significance
lies
in
its
distinctive
structure,
comparing
an
electron-rich
cavity
two
finely
adjustable
rims,
which
has
sparked
considerable
interest.
Furthermore,
straightforward
synthesis,
uncomplicated
functionalization,
remarkable
properties
pillar[n]arene
based
interactions
make
it
excellent
candidate
for
material
construction,
particularly
generating
interpenetrating
polymers.
Polymers
resulting
from
involving
find
potential
various
applications,
including
fluorescence
sensors,
substance
adsorption
separation,
catalysis,
light-harvesting
systems,
artificial
nanochannels,
drug
delivery.
In
this
context,
we
provide
overview
these
recent
frontier
research
fields
use
pillar[n]arene-based
polymers,
serves
as
source
inspiration
creation
innovative
polymer
derived
derivatives.
Language: Английский
Indole-Based Macrocyclization by Metal-Catalyzed Approaches
Organics,
Journal Year:
2023,
Volume and Issue:
4(3), P. 333 - 363
Published: July 4, 2023
This
review
is
dedicated
to
the
different
varieties
of
macrocycles
synthesis
bearing
indole
units
in
their
architecture
by
metal-catalyzed
strategies.
The
progress
new
macrocyclization
approaches
persisted
be
a
keen
area
research.
Macrocycles
contain
wide
variety
molecules,
and
among
those,
heteroaryl
motifs
are
valuable
constituents
that
provide
an
attractive
feature
macrocyclic
systems.
Indole
represents
one
privileged
pharmacophores
against
targets
with
various
biological
applications.
Among
nitrogen-based
heterocycles,
plays
prominent
role
organic
synthesis,
medicinal
chemistry,
pharmaceuticals,
natural
products
agrochemicals,
dye
fragrances,
drug
design.
These
scaffolds
widely
distributed
several
bioactive
synthetic
constructed
specific
biochemical
target
most
common
naturally
occurring
molecules.
Due
its
immense
importance,
novel
for
indole-based
has
increased
steadily.
majority
proceeds
through
macrolactamization
macrolactonization,
as
well
C–C
bond
process
described
ring-closing
metathesis
(RCM)
coupling
reactions.
macrocyclizations,
considered
powerful
tools
chemists
design
macrocycles.
aims
give
comprehensive
insight
into
scaffold
catalyzed
transition
metals
emerged
literature
over
last
two
decades.
We
hope
this
will
persuade
search
strategies
protocols.
Language: Английский
Recent Progress on Transition Metal Catalyzed Macrocyclizations Based on C‐H Bond Activation at Heterocyclic Scaffolds
Chemistry - An Asian Journal,
Journal Year:
2024,
Volume and Issue:
unknown
Published: June 24, 2024
Abstract
Macrocycles
are
essential
in
protein‐protein
interactions
and
the
preferential
intake
of
bioactive
scaffolds.
commonly
synthesized
by
late‐stage
macrolactonizations,
macrolactamizations,
transition
metal‐catalyzed
ring‐closing
metathesis,
S−S
bond‐forming
reactions,
copper‐catalyzed
alkyne–azide
cycloaddition.
Recently,
C−H
activation
strategies
have
gained
significant
interest
among
chemists
to
synthesize
macrocycles.
This
article
provides
a
comprehensive
overview
macrocyclization
via
bond
functionalization
heterocycle‐containing
peptides,
annulations,
heterocycle‐ring
construction
through
direct
functionalization.
In
first
part,
palladium
salt
catalyzed
coupling
with
indolyl
C(sp
3
)−H
2
bonds
for
is
reported.
The
second
part
summarizes
rhodium‐catalyzed
macrocyclizations
site‐selective
Earth‐abundant,
less
toxic
3d
metal
Mn‐catalyzed
cyclizations
reported
latter
part.
summary
expected
spark
emerging
methods
macrocycle
production
organic
synthesis
chemical
biology
practitioners,
helping
develop
discipline.
We
hope
that
this
mini‐review
will
also
inspire
synthetic
explore
new
broadly
applicable
C−C
intramolecular
activation.
Language: Английский
Diastereoselective Anomeric C(sp3)‐H Cyclization Towards the Design of New Cyclophane‐Braced Glycopeptides
Sakna Bazzi,
No information about this author
Ameni Hadj Mohamed,
No information about this author
Dmytro Ryzhakov
No information about this author
et al.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 8, 2024
Here
we
report
a
macrocyclization
route
towards
the
synthesis
of
glycophane
peptides
by
selective
C-H
arylation
anomeric
bond.
This
approach
demonstrates
power
Pd-catalysis
activation
to
access
unusual
cyclic
peptides.
Language: Английский
Rhodium‐Catalyzed Regioselective C7Ar‐Functionalization of Tryptophan with Quinones and its Late Stage Peptide Exemplification
Disha Tank,
No information about this author
Narendra Dinkar Kharat,
No information about this author
Kiran Bajaj
No information about this author
et al.
Asian Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
12(12)
Published: Nov. 10, 2023
Abstract
Pivaloyl‐directed
Rh(III)‐catalyzed
regioselective
C7
Ar
‐H
functionalization
of
protected
tryptophans
were
accomplished
with
1,4‐benzoquinones,
furnishing
a
series
quinone‐appended
tryptophan‐based
unnatural
amino
acids
in
high
yields.
Further,
the
late
stage
on
tryptophan‐containing
dipeptides
was
achieved
1,4‐benzoquinones
moderate
reactivity.
Language: Английский
Diastereoselective Anomeric C(sp3)‐H Cyclization Towards the Design of New Cyclophane‐Braced Glycopeptides
Sakna Bazzi,
No information about this author
Ameni Hadj Mohamed,
No information about this author
Dmytro Ryzhakov
No information about this author
et al.
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 8, 2024
Abstract
Here
we
report
a
macrocyclization
route
towards
the
synthesis
of
glycophane
peptides
by
selective
C−H
arylation
anomeric
bond.
This
approach
demonstrates
power
Pd‐catalysis
activation
to
access
unusual
cyclic
peptides.
Language: Английский
Theme Issue in Memory to Professor Jiro Tsuji (1927–2022)
Catalysts,
Journal Year:
2024,
Volume and Issue:
14(7), P. 396 - 396
Published: June 21, 2024
The
importance
of
catalysis
is
obvious
and
unquestionable,
especially
bearing
in
mind
that
about
90%
all
commercially
produced
chemical
products
involve
catalysts
at
some
step
their
manufacture
[...]
Language: Английский