Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(37)
Published: Aug. 2, 2024
Abstract
A
strategy
for
transition
metal‐free
cross‐coupling
of
alkyl
nitroso‐carbamates
and
boronic
acids
is
reported.
The
N
‐nitroso
carbamates
are
easily
prepared
from
the
corresponding
amine
in
two
simple
steps.
This
method
allows
synthesis
a
wide
variety
secondary
boronates,
benzylic
boronates
formal
Csp
3
−Csp
2
products
under
operationally
conditions.
Functional
group
tolerance
also
demonstrated
applied
modification
lysine
to
make
non‐canonical
amino
acids.
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(38)
Published: June 8, 2024
Abstract
Cross‐electrophile
coupling
(XEC)
between
aryl
halides
and
alkyl
is
a
streamlined
approach
for
C(sp
2
)−C(sp
3
)
bond
construction,
which
highly
valuable
in
medicinal
chemistry.
Based
on
key
Ni
II
amido
intermediate,
we
developed
selective
scalable
Ni‐catalyzed
electrochemical
XEC
reaction
(hetero)aryl
primary
secondary
halides.
Experimental
computational
mechanistic
studies
indicate
that
an
amine
ligand
slows
down
the
oxidative
addition
process
of
Ni‐polypyridine
catalyst
to
bromide
intermediate
formed
situ
during
process.
The
relatively
slow
beneficial
enhancing
selectivity
reaction.
stabilizes
–aryl
species
prevent
aryl–aryl
homo‐coupling
side
reactions
acts
as
activate
substrates.
This
electrosynthesis
system
provides
facile,
practical,
platform
formation
(hetero)aryl–alkyl
bonds
using
standard
catalysts
under
mild
conditions.
insights
from
this
work
could
serve
great
foundation
future
cross‐couplings.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(37)
Published: Aug. 2, 2024
Abstract
A
strategy
for
transition
metal‐free
cross‐coupling
of
alkyl
nitroso‐carbamates
and
boronic
acids
is
reported.
The
N
‐nitroso
carbamates
are
easily
prepared
from
the
corresponding
amine
in
two
simple
steps.
This
method
allows
synthesis
a
wide
variety
secondary
boronates,
benzylic
boronates
formal
Csp
3
−Csp
2
products
under
operationally
conditions.
Functional
group
tolerance
also
demonstrated
applied
modification
lysine
to
make
non‐canonical
amino
acids.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 10, 2024
Comprehensive
Summary
A
visible‐light‐induced
decarboxylative
radical
cascade
cyclization
reaction
between
N
‐(2‐cyanoaryl)‐acrylamides
and
alkyl
‐(acyloxy)phthalimide
(NHPI
esters)
for
the
construction
of
phenanthridine
derivatives
has
been
developed.
This
approach
utilizes
lithium
iodide
(LiI)
triphenylphosphine
(PPh
3
)
as
redox
catalysts
is
produced
through
photoactivation
electron
donor‐acceptor
(EDA)
complex.
series
primary,
secondary,
tertiary
alkyl‐substituted
phenanthridines
are
prepared
in
up
to
82%
yield
without
transition‐metal
catalysts,
chemical
oxidants,
or
metal‐/organic
dye‐based
photocatalysts.
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(37)
Published: Aug. 2, 2024
Abstract
A
strategy
for
transition
metal‐free
cross‐coupling
of
alkyl
nitroso‐carbamates
and
boronic
acids
is
reported.
The
N
‐nitroso
carbamates
are
easily
prepared
from
the
corresponding
amine
in
two
simple
steps.
This
method
allows
synthesis
a
wide
variety
secondary
boronates,
benzylic
boronates
formal
Csp
3
−Csp
2
products
under
operationally
conditions.
Functional
group
tolerance
also
demonstrated
applied
modification
lysine
to
make
non‐canonical
amino
acids.
