Chemistry - A European Journal,
Journal Year:
2019,
Volume and Issue:
25(44), P. 10323 - 10327
Published: June 19, 2019
Abstract
The
development
of
efficient
and
mild
methods
for
the
synthesis
organofluorine
compounds
is
foremost
interest
in
various
fields
chemistry.
A
direct
pyrimidine‐based
selective
meta
‐C−H
perfluoroalkenylation
arenes
involving
several
commercially
available
perfluoroolefins
described.
synthetic
versatility
protocol
demonstrated
by
an
extensive
substrate
scope
including
different
benzylsulfonyl,
alkylarene
phenylacetic
acid
scaffolds.
generality
this
methodology
Ibuprofen,
facile
cleavage
directing
group
gram‐scale
reactions
are
presented.
Organic Letters,
Journal Year:
2020,
Volume and Issue:
22(4), P. 1535 - 1541
Published: Feb. 3, 2020
Maleimide
is
widely
applied
in
many
fields,
especially
antibody–drug
conjugations
and
peptide
drugs.
Herein,
we
develop
a
strategy
for
the
C–H
alkenylation
of
tryptophan
tryptophan-containing
peptides,
providing
synthetic
route
decorating
maleimide
on
peptides.
The
method
has
high
tolerance
functional
groups
protecting
groups.
Furthermore,
this
was
to
prepare
conjugation
with
molecules
such
as
drugs
fluorescence
probes.
Moreover,
macrocyclic
peptides
were
obtained
via
reaction.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(28), P. 11099 - 11107
Published: Jan. 1, 2024
An
unprecedented
tertiary
amine
catalyzed
peptide
allylation
between
Trp
and
MBH
carbonates
was
disclosed,
to
enable
late-stage
functionalization
macrocyclization
both
in
traditional
homogeneous
phase
on-resins
SPPS.
European Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
2019(46), P. 7596 - 7605
Published: Nov. 18, 2019
For
application
in
drug
discovery
and
biomedicine,
it
is
crucial
to
develop
new
biocompatible
methods
modify
polypeptides.
Herein,
a
visible‐light‐induced
photoredox
trifluoromethylation
of
tryptophan‐containing
peptides
reported.
Under
mild,
biocompatible,
straightforward
condition,
this
strategy
could
incorporate
the
trifluoromethyl
group
into
tryptophan
residue
with
excellent
chemo‐
site‐selectivity.
The
use
lower
photocatalyst
loading
2
mol‐%
cheap
CF
3
SO
Na
salt
represents
great
catalytic
activity
economic
source.
This
direct
allows
ready
study
fluorinated
exploiting
19
F‐NMR.
Additionally,
development
protocol
enables
biochemical
systems
potentially
modulates
function
biomolecules.
Careful
mechanistic
studies
(Stern‐Volmer
fluorescence
quenching,
EPR,
radical
inhibition/trapping
experiments)
indicate
that
reaction
would
proceed
radical–radical
cross‐coupling
procedure.
Journal of Peptide Science,
Journal Year:
2020,
Volume and Issue:
27(1)
Published: Sept. 17, 2020
Chemical
protein
modifications
facilitate
the
investigation
of
natural
posttranslational
and
allow
design
proteins
with
new
functions.
Proteins
can
be
modified
at
a
late
stage
on
amino
acid
side
chains
by
chemical
methods.
The
indole
moiety
tryptophan
residues
is
an
emerging
target
such
modification
strategies
because
its
unique
reactivity
low
abundance.
This
review
provides
overview
recently
developed
methods
peptide
levels.
Chemistry - A European Journal,
Journal Year:
2019,
Volume and Issue:
25(44), P. 10323 - 10327
Published: June 19, 2019
Abstract
The
development
of
efficient
and
mild
methods
for
the
synthesis
organofluorine
compounds
is
foremost
interest
in
various
fields
chemistry.
A
direct
pyrimidine‐based
selective
meta
‐C−H
perfluoroalkenylation
arenes
involving
several
commercially
available
perfluoroolefins
described.
synthetic
versatility
protocol
demonstrated
by
an
extensive
substrate
scope
including
different
benzylsulfonyl,
alkylarene
phenylacetic
acid
scaffolds.
generality
this
methodology
Ibuprofen,
facile
cleavage
directing
group
gram‐scale
reactions
are
presented.
