Organic Process Research & Development,
Journal Year:
2024,
Volume and Issue:
28(4), P. 978 - 1002
Published: March 15, 2024
Despite
the
reported
successes
and
advantages
involving
use
of
amphiphilic
surfactants,
most
notably
TPGS-750-M,
to
enable
a
multitude
synthetic
transformations
be
conducted
in
water,
implementation
this
methodology
within
pharmaceutical
industry
has
been
relatively
limited.
In
paper,
we
will
disclose
key
results
learnings
from
multicompany
collaboration
focused
on
reproducibility
study
some
commonly
used
reaction
types
industry,
specifically
amidation,
SNAr,
nitro
reduction,
reductive
amination,
multiple
Pd-catalyzed
water.
The
presentation
not
just
originally
TPGS-750-M
conditions
but
also
under
water-only
control
with
three
different
as
well
both
small
(i.e.,
≤500
mg)
mid
(∼10
g)
scales.
Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
363(5), P. 1185 - 1201
Published: Jan. 19, 2021
Abstract
To
develop
highly
efficient
synthetic
reactions
is
quite
important
in
organic
chemistry.
Cross
dehydrogenative
couplings
(CDC)
utilize
C−H
bonds
of
substrates
to
construct
new
C−X
(X=C,
S,
O,
N,
P)
bonds.
For
CDC,
the
pre‐functionalization
reaction
can
be
avoided
and
newly
formed
by
simple
synthesis
routes.
Meanwhile,
water
increasingly
used
as
a
substitute
for
solvents
cross‐dehydrogenative
coupling
because
its
rich
content,
non‐toxicity,
non‐
flammability.
In
recent
years,
chemists
are
devoted
their
efforts
explore
cross
aqueous
phase
which
feature
high
atom
utilization
rate
environmental
friendliness.
Herein,
we
summarized
advances
construction
C−C,
C−S,
C−O,
C−N,
C−P
through
CDC
water.
magnified
image
Molecules,
Journal Year:
2021,
Volume and Issue:
26(2), P. 249 - 249
Published: Jan. 6, 2021
The
1,3-butadiene
motif
is
widely
found
in
many
natural
products
and
drug
candidates
with
relevant
biological
activities.
Moreover,
dienes
are
important
targets
for
synthetic
chemists,
due
to
their
ability
give
access
a
wide
range
of
functional
group
transformations,
including
broad
C-C
bond-forming
processes.
Therefore,
the
stereoselective
preparation
have
attracted
much
attention
over
past
decades,
search
new
protocols
continues
unabated.
aim
this
review
an
overview
diverse
methodologies
that
emerged
last
decade,
focus
on
processes
meet
requirements
efficiency
sustainability
modern
organic
chemistry.
Nature Communications,
Journal Year:
2022,
Volume and Issue:
13(1)
Published: Jan. 19, 2022
Abstract
Amides
are
one
of
the
most
fundamental
chemical
bonds
in
nature.
In
addition
to
proteins
and
other
metabolites,
many
valuable
synthetic
products
comprise
amide
bonds.
Despite
this,
there
is
a
need
for
more
sustainable
synthesis.
Herein,
we
report
an
integrated
next
generation
multi-catalytic
system,
merging
nitrile
hydratase
enzymes
with
Cu-catalysed
N-arylation
reaction
single
vessel,
construction
ubiquitous
This
synergistic
one-pot
combination
chemo-
biocatalysis
provides
bond
disconnection
precursors,
that
orthogonal
those
classical
synthesis,
obviating
protecting
groups
delivering
amides
manner
unachievable
using
existing
catalytic
regimes.
Our
approach
also
affords
broad
scope,
very
high
(molar)
substrate
loading,
has
excellent
functional
group
tolerance,
telescoping
routes
natural
product
derivatives,
drug
molecules,
challenging
chiral
under
environmentally
friendly
conditions
at
scale.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(41)
Published: June 20, 2023
The
importance
of
transition
metal
catalysis
is
exemplified
by
its
wide
range
applications,
for
example
in
the
synthesis
chemicals,
natural
products,
and
pharmaceuticals.
However,
one
relatively
new
application
carrying
out
new-to-nature
reactions
inside
living
cells.
complex
environment
a
cell
not
welcoming
to
catalysts,
as
diverse
biological
components
have
potential
inhibit
or
deactivate
catalyst.
Here
we
review
current
progress
field
catalysis,
evaluation
efficiency
cells
under
(relevant)
conditions.
Catalyst
poisoning
ubiquitous
problem
this
field,
propose
that
future
research
into
development
physical
kinetic
protection
strategies
may
provide
route
improve
reactivity
catalysts
Chemical Science,
Journal Year:
2019,
Volume and Issue:
10(38), P. 8825 - 8831
Published: Jan. 1, 2019
A
newly
engineered
palladacycle
that
contains
substituents
on
the
biphenyl
rings
along
with
ligand
HandaPhos
is
especially
well-matched
to
an
aqueous
micellar
medium,
enabling
valued
Suzuki–Miyaura
couplings
be
run
not
only
in
water
under
mild
conditions,
but
at
300
ppm
of
Pd
catalyst.
Chemistry - A European Journal,
Journal Year:
2020,
Volume and Issue:
27(15), P. 4789 - 4816
Published: Sept. 29, 2020
During
the
last
decade,
there
has
been
a
tremendous
interest
for
developing
non-natural
biocompatible
transformations
in
biologically
relevant
media.
Among
different
encountered
strategies,
use
of
transition
metal
complexes
offers
unique
possibilities
due
to
their
high
transformative
power.
However,
translating
potential
catalysts
biological
settings,
including
living
cells
or
small-animal
models
such
as
mice
zebrafish,
poses
numerous
challenges
associated
biocompatibility,
and
stability
reactivity
crowded
aqueous
environments.
Herein,
we
describe
most
advances
this
direction,
with
particular
emphasis
on
systems'
structure,
mode
action
mechanistic
bases
each
transformation.
Thus,
key
from
an
organometallic
perspective
might
be
more
easily
identified.
Catalysis Science & Technology,
Journal Year:
2020,
Volume and Issue:
10(14), P. 4492 - 4502
Published: Jan. 1, 2020
Recent
development
of
new
designer
surfactants
further
spurs
the
micellar
catalysis
in
water
for
chemical
transformations
and
catalysis,
providing
reliable
alternatives
to
employment
organic
solvents.
Chemical Science,
Journal Year:
2019,
Volume and Issue:
10(12), P. 3481 - 3485
Published: Jan. 1, 2019
A
new
catalyst
that
derives
from
commercially
available
precursors
for
copper-free,
Pd-catalyzed
Sonogashira
reactions
at
the
sustainable
ppm
level
of
precious
metal
palladium
under
mild
aqueous
micellar
conditions
has
been
developed.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(11), P. 1776 - 1797
Published: April 23, 2022
Abstract
Replacement
of
organic
solvents,
in
particular
chlorinated,
aromatic,
and
polar
aprotic
ones,
is
an
emerging
issue
that
can
find
a
solution
the
development
catalytic
reactions
water.
Nature
performs
multitude
chemical
transformations
water
under
mild
conditions
mediated
by
enzymes.
In
nanoconfinement
effects
enzymes
ensure
high
activity
impressive
stereoselectivities.
Micellar
catalysis
nowadays
real
alternative
approach
to
traditional
media,
enabling
good
conditions,
with
advantage
possible
catalyst
micellar
medium
recycling.
media
emerged
also
as
nano‐environments
for
stereoselective
reactions,
many
examples
metal
organo‐catalysts
which
improvements
stereoselectivity
were
observed
respect
same
reaction
homogeneous
solvents.
More
specifically,
both
catalytically
active
site
micelles
provided
surfactant
contribute
asymmetric
induction,
partially
resembling
what
known
terms
imparted
metallo‐enzymes.
magnified
image
