Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(41)
Published: Aug. 21, 2023
Abstract
β‐(Hetero)arylethylamines
appear
in
a
myriad
of
pharmaceuticals
due
to
their
broad
spectrum
biological
properties,
making
them
prime
candidates
for
drug
discovery.
Conventional
methods
preparation
often
require
engineered
substrates
that
limit
the
flexibility
synthetic
routes
and
diversity
compounds
can
be
accessed.
Consequently,
provide
rapid
versatile
access
those
scaffolds
remain
limited.
To
overcome
these
challenges,
chemists
have
designed
innovative
modular
strategies
β‐(hetero)arylethylamine
motif,
paving
way
more
extensive
use
future
pharmaceuticals.
This
review
outlines
recent
progresses
synthesis
(hetero)arylethylamines
emphasizes
how
innovations
enabled
new
levels
molecular
complexity,
selectivity,
practicality.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(45)
Published: June 16, 2023
Abstract
Electrochemistry
utilizes
electrons
as
a
potent,
controllable,
and
traceless
alternative
to
chemical
oxidants
or
reductants,
typically
offers
more
sustainable
option
for
achieving
selective
organic
synthesis.
Recently,
the
merger
of
electrochemistry
with
readily
available
electrophiles
has
been
recognized
viable
increasingly
popular
methodology
efficiently
constructing
challenging
C−C
C‐heteroatom
bonds
in
manner
complex
molecules.
In
this
mini‐review,
we
have
systematically
summarized
most
recent
advances
electroreductive
cross‐electrophile
coupling
(eXEC)
reactions
during
last
decade.
Our
focus
on
electrophiles,
including
aryl
alkyl
(pseudo)halides,
well
small
molecules
such
CO
2
,
SO
D
O.
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: March 30, 2024
Abstract
Herein,
we
report
an
electroreduction
of
unactivated
alkyl
alkenes
enabled
by
[Fe]-H,
which
is
provided
through
the
combination
anodic
iron
salts
and
silane
generated
in
situ
via
cathodic
reduction,
using
H
2
O
as
H-source.
The
catalytic
amounts
Si-additive
work
H-carrier
from
to
generate
a
highly
active
species
under
continuous
electrochemical
conditions.
This
approach
shows
broad
substrate
scope
good
functional
group
compatibility.
In
addition
hydrogenation,
use
D
instead
provides
desired
deuterated
products
yields
with
excellent
D-incorporation
(up
>99%).
Further
late-stage
hydrogenation
complex
molecules
drug
derivatives
demonstrate
potential
application
pharmaceutical
industry.
Mechanistic
studies
are
performed
provide
support
for
proposed
mechanistic
pathway.
Chemical Reviews,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 26, 2024
Cross-electrophile
coupling
(XEC),
defined
by
us
as
the
cross-coupling
of
two
different
σ-electrophiles
that
is
driven
catalyst
reduction,
has
seen
rapid
progression
in
recent
years.
As
such,
this
review
aims
to
summarize
field
from
its
beginnings
up
until
mid-2023
and
provide
comprehensive
coverage
on
synthetic
methods
current
state
mechanistic
understanding.
Chapters
are
split
type
bond
formed,
which
include
C(sp
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 10, 2025
The
cycloaddition
of
aziridines
with
unsaturated
compounds
is
a
valuable
method
for
synthesizing
nitrogen
heterocycles.
However,
this
process
predominantly
substrate-controlled,
posing
significant
challenges
in
regulating
the
regioselectivity
C–N
bond
cleavage.
In
study,
we
report
nickel-catalyzed
dynamic
kinetic
activation
strategy
that
enables
catalyst-controlled
aziridines.
Various
types
aziridines,
including
2-phenyl,
2-carbonyl,
2-alkyl,
and
disubstituted
consistently
cleave
their
more
sterically
hindered
bonds
to
generate
1,3-radical
anion
intermediates.
These
intermediates
participate
highly
regioselective
1,4-Heck/allylic
substitution
cascade
aromatic
branched
1,3-dienes,
resulting
radical-polar
crossover
(4
+
3)
produces
seven-membered
azepine
products.
This
approach
not
only
complements
traditional
dipolar
cycloaddition,
which
typically
act
as
zwitterionic
1,3-dipoles,
but
also
introduces
an
unusual
mode
1,3-dienes.
Experimental
investigations
density
functional
theory
(DFT)
calculations
provide
insight
into
reaction
mechanism.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(57)
Published: July 12, 2023
Three-membered
carbocyclic
and
heterocyclic
ring
structures
are
versatile
synthetic
building
blocks
in
organic
synthesis
with
biological
importance.
Moreover,
the
inherent
strain
of
these
three-membered
rings
leads
to
their
ring-opening
functionalization
through
C->C,
C->N,
C-O
bond
cleavage.
Traditional
methods
for
molecules
require
use
acid
catalysts
or
transition
metals.
Recently,
electro-organic
has
emerged
as
a
powerful
tool
initiating
new
chemical
transformations.
In
this
review,
mechanistic
aspects
electro-mediated
carbo-
heterocycles
highlighted.
Israel Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
64(1-2)
Published: July 27, 2023
Abstract
Nickel‐catalyzed
cross‐electrophile
coupling
(XEC)
is
an
efficient
method
to
form
carbon‐carbon
bonds
and
has
become
important
tool
for
building
complex
molecules.
While
XEC
most
often
used
stoichiometric
metal
reductants,
these
transformations
can
also
be
driven
electrochemically.
Electrochemical
(
e
XEC)
attractive
because
it
increase
the
greenness
of
this
potential
resulted
in
numerous
advances
recent
years.
The
focus
review
on
electrochemical,
Ni‐catalyzed
bond
forming
reactions
reported
since
2010
categorized
by
type
anodic
half
reaction:
sacrificial
anode,
reductant,
convergent
paired
electrolysis.
key
developments
are
highlighted
need
more
scalable
options
discussed.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(41)
Published: Aug. 21, 2023
Abstract
β‐(Hetero)arylethylamines
appear
in
a
myriad
of
pharmaceuticals
due
to
their
broad
spectrum
biological
properties,
making
them
prime
candidates
for
drug
discovery.
Conventional
methods
preparation
often
require
engineered
substrates
that
limit
the
flexibility
synthetic
routes
and
diversity
compounds
can
be
accessed.
Consequently,
provide
rapid
versatile
access
those
scaffolds
remain
limited.
To
overcome
these
challenges,
chemists
have
designed
innovative
modular
strategies
β‐(hetero)arylethylamine
motif,
paving
way
more
extensive
use
future
pharmaceuticals.
This
review
outlines
recent
progresses
synthesis
(hetero)arylethylamines
emphasizes
how
innovations
enabled
new
levels
molecular
complexity,
selectivity,
practicality.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(37), P. 25426 - 25432
Published: Sept. 4, 2024
Herein,
we
report
the
first
example
of
a
highly
enantioselective
alkylative
aziridine
ring
opening.
Under
catalysis
chiral
nickel/pyridine-imidazoline
complex,
asymmetric
C(sp
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 12, 2024
An
efficient
approach
for
the
remote
C-H
alkylation
of
arenes,
employing
a
variety
N-directing
groups
is
described.
This
method
facilitates
straightforward
synthesis
valuable
phenylethylamine
derivatives
by
exclusively
cleaving
benzylic
C-N
bond
in
aziridines.
Furthermore,
these
products
can
easily
remove
protecting
groups,
resulting
meta-substituted
compounds,
such
as
amines
and
ketones,
which
hold
significance
synthetic
chemistry.
