Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
363(21), P. 4926 - 4931
Published: Aug. 31, 2021
Abstract
The
construction
of
2‐deoxy‐
C
‐glycosides
has
gradually
become
a
hotspot
carbohydrate
chemistry
in
recent
years.
In
this
work,
we
present
an
efficient,
regioselective,
stereoselective
and
widely
applicable
strategy
for
the
synthesis
2‐indolyl‐
‐deoxyglycosides
via
Ir(I)‐catalyzed,
pyridine‐group‐directed
C−H
functionalization.
This
method
exhibits
high
tolerance
functional
groups
indoles
protecting
carbohydrates.
Moreover,
protocol
good
stereoselectivity
mainly
produces
β
‐configuration
products.
Gram‐scale
several
practical
transformations
were
conducted
further
applications.
Meantime,
also
explored
mechanism
proposed
catalytic
cycle
magnified
image
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(30)
Published: June 15, 2023
Abstract
An
efficient
Rh(III)‐catalyzed
C−H
alkenylation
of
N
‐protected
isoquinolone
with
maleimides
is
reported.
The
carbonyl
group
acts
as
an
inherent
directing
group.
Various
‐substituents
in
the
maleimide,
including
alkyl,
aryl,
and
even
H
−OH,
were
well
tolerated
under
developed
reaction
condition.
This
protocol
showed
broad
substrate
scope,
good
selectivity,
excellent
yields.
Hammett
plot
also
drawn
to
check
effect
substituents
on
progress.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(15)
Published: Feb. 15, 2023
The
development
of
environment-friendly,
step
economic
couplings
to
generate
structurally
diverse
macrocyclic
compounds
is
highly
desirable
but
poses
a
marked
challenge.
Inspired
by
the
C-H
oxidation
mechanism
cytochromes
P450,
an
unprecedented
and
practical
RhIII
-catalyzed
acylmethylation
macrocyclization
via
C-H/O2
dual
activation
has
been
developed
us.
process
facilitated
synergic
coordination
from
pyridine
ester
group.
Interestingly,
reaction
mode
derives
three-component
coupling
which
differs
established
olefination
alkylation
paths.
Density
functional
theory
(DFT)
calculations
control
experiments
revealed
this
unique
activation.
newly
achieved
products
their
derivatives
showed
potent
anti-H1N1
bioactivity,
may
provide
opportunity
for
discovery
novel
leading
compounds.
Chemical Science,
Journal Year:
2020,
Volume and Issue:
11(42), P. 11531 - 11538
Published: Jan. 1, 2020
The
development
of
useful
synthetic
tools
to
label
amino
acids
within
a
peptide
framework
for
the
ultimate
modification
proteins
in
late-stage
fashion
is
challenging
task
utmost
importance
chemical
biology.
Herein,
we
report
first
Pd-catalyzed
C-H
acylation
collection
Tyr-containing
peptides
with
aldehydes.
This
water-compatible
tagging
technique
distinguished
by
its
site-specificity,
scalability
and
full
tolerance
sensitive
functional
groups.
Remarkably,
it
provides
straightforward
access
high
number
oligopeptides
altered
side-chain
topology
including
mimetics
endomorphin-2
neuromedin
N,
thus
illustrating
promising
perspectives
toward
diversification
structurally
complex
ligation.
Beilstein Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
17, P. 1733 - 1751
Published: July 26, 2021
The
late-stage
C–H
functionalization
of
bioactive
structural
motifs
is
a
powerful
synthetic
strategy
for
accessing
advanced
agrochemicals,
bioimaging
materials,
and
drug
candidates,
among
other
complex
molecules.
While
traditional
diversification
relies
on
the
use
precious
transition
metals,
utilization
3d
metals
an
emerging
approach
in
organic
synthesis.
Among
manganese
catalysts
have
gained
increasing
attention
due
to
sustainability,
cost-effectiveness,
ease
operation,
reduced
toxicity.
Herein,
we
summarize
recent
manganese-catalyzed
reactions
biologically
active
small
molecules
peptides.
Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
363(21), P. 4926 - 4931
Published: Aug. 31, 2021
Abstract
The
construction
of
2‐deoxy‐
C
‐glycosides
has
gradually
become
a
hotspot
carbohydrate
chemistry
in
recent
years.
In
this
work,
we
present
an
efficient,
regioselective,
stereoselective
and
widely
applicable
strategy
for
the
synthesis
2‐indolyl‐
‐deoxyglycosides
via
Ir(I)‐catalyzed,
pyridine‐group‐directed
C−H
functionalization.
This
method
exhibits
high
tolerance
functional
groups
indoles
protecting
carbohydrates.
Moreover,
protocol
good
stereoselectivity
mainly
produces
β
‐configuration
products.
Gram‐scale
several
practical
transformations
were
conducted
further
applications.
Meantime,
also
explored
mechanism
proposed
catalytic
cycle
magnified
image
