Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(11), P. 2501 - 2506
Published: April 17, 2024
Abstract
A
Mn‐electrocatalytic
ring‐opening
azidation
of
tert
‐cyclobutanols
has
been
developed.
The
regioselective
method
is
applicable
for
the
a
diverse
array
cyclobutanols
to
provide
practical
γ
‐azido
ketones
in
23–91%
yields
under
chemical
oxidants‐free
reaction
conditions.
Detailed
mechanistic
studies
suggest
process
Mn‐mediated
alkoxy
radical
generation
followed
by
β
‐scission
form
carbon‐centered
species
possibly
involved
this
transformation.
Chemical Reviews,
Journal Year:
2023,
Volume and Issue:
123(19), P. 11269 - 11335
Published: Sept. 26, 2023
Late-stage
functionalization
(LSF)
constitutes
a
powerful
strategy
for
the
assembly
or
diversification
of
novel
molecular
entities
with
improved
physicochemical
biological
activities.
LSF
can
thus
greatly
accelerate
development
medicinally
relevant
compounds,
crop
protecting
agents,
and
functional
materials.
Electrochemical
synthesis
has
emerged
as
an
environmentally
friendly
platform
transformation
organic
compounds.
Over
past
decade,
electrochemical
late-stage
(eLSF)
gained
major
momentum,
which
is
summarized
herein
up
to
February
2023.
This
review
provides
an
account
of
the
tryptophan-specific
conjugation
peptides
and
proteins
its
extensive
application
in
imaging
living
cells,
radiolabelling
proteins,
protein
engineering,
etc
.
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: June 18, 2024
Abstract
Peptide
aldehydes
are
crucial
biomolecules
essential
to
various
biological
systems,
driving
a
continuous
demand
for
efficient
synthesis
methods.
Herein,
we
develop
metal-free,
facile,
and
biocompatible
strategy
direct
electrochemical
of
unnatural
peptide
aldehydes.
This
electro-oxidative
approach
enabled
step-
atom-economical
ring-opening
via
C‒N
bond
cleavage,
allowing
homoproline-specific
diversification
expansion
substrate
scope
include
amides,
esters,
cyclic
amines
sizes.
The
remarkable
efficacy
the
electro-synthetic
protocol
set
stage
modification
assembly
linear
macrocyclic
peptides
using
concise
synthetic
sequence
with
racemization-free
conditions.
Moreover,
combination
experiments
density
functional
theory
(DFT)
calculations
indicates
that
different
N
-acyl
groups
play
decisive
role
in
reaction
activity.
Chemical Science,
Journal Year:
2022,
Volume and Issue:
13(46), P. 13851 - 13856
Published: Jan. 1, 2022
An
electrochemical
multicomponent
reaction
(e-MCR)
enables
highly
efficient
and
selective
C–H
tetrazolation
of
alkyl
arenes,
vicinal
azidotetrazolation
alkenes,
with
readily
available
acetonitrile
azidotrimethylsilane.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(17), P. 3163 - 3167
Published: April 25, 2023
The
first
catalytic
asymmetric
cascade
Heck-alkylation
reaction
of
NH2-unprotected
amino
acid
esters
with
N-(2-iodophenyl)allenamides
is
reported
in
this
work.
Under
the
promotion
a
combining
system
comprising
chiral
aldehyde,
palladium
complex,
and
Lewis
ZnCl2,
title
takes
place
smoothly,
giving
optically
active
α-alkyl
tryptophan
derivatives
moderate
to
good
yields
excellent
enantioselectivities.
target
products
can
be
converted
into
other
structurally
complex
indoles
without
loss
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(24), P. 10144 - 10181
Published: Jan. 1, 2023
The
electrochemical
cascade
process
majorly
satisfies
the
essential
criteria
of
green
synthesis.
Being
an
Integrated
synthetic
strategy
it
can
produce
more
molecules
in
a
shorter
time
and
thus
provides
modern
strategic
tool
arsenal
chemists.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(14), P. 5211 - 5217
Published: Jan. 1, 2024
Indoles
are
privileged
chemical
entities
in
natural
products
and
drug
discovery.
Indole-fused
heterocycles,
particularly
seven-membered
ones,
have
received
increasing
attention
due
to
their
distinctive
characteristics
wide
spectrum
of
bioactivities.
However,
the
synthetic
access
these
compounds
is
highly
limited.
Herein,
we
report
a
unique
multicomponent
reaction
(MCR)
for
modular
assembly
indole-fused
heterocycles.
In
this
process,
indole,
formaldehyde
amino
hydrochloride
could
assemble
rapidly
yield
oxadiazepines,
another
addition
sodium
thiosulphate
would
furnish
thiadiazepines.
The
biological
evaluation
disclosed
promising
anticancer
activity
compounds.
Furthermore,
MCR
be
applicable
late-stage
selective
modifications
peptides.
Therefore,
work
provides
powerful
strategy
indole
functionalization
valuable
tool
construction