Electrochemically Driven Ugi-Azide Reaction via C(sp3)–H Bond Activation of Tertiary Amines
Organic Letters,
Год журнала:
2025,
Номер
27(6), С. 1561 - 1567
Опубликована: Янв. 31, 2025
An
electrochemically
driven
Ugi-azide
reaction
was
established
via
C(sp3)-H
bond
activation
of
tertiary
amines
to
prepare
α-aminomethyl
tetrazoles
within
2.5
h
under
mild
conditions
with
remarkable
tolerance
various
functional
groups.
Besides,
this
electrochemical
strategy
not
only
obviated
the
needs
iodine,
metal,
and
exogenous
oxidant
but
possessed
potential
applicability
convenient
large-scale
synthesis.
Mechanistic
studies
indicated
both
alkyl
carbon-centered
radical
generated
at
anode
intramolecular
[3
+
2]
cycloaddition
are
key
factors
for
strategy.
Язык: Английский
Unlocking Isonitrile Insertion with N-Centered Radicals: A General Synthetic Strategy toward Quinazolinone Alkaloids by Synergistic Photo/Copper Catalysis
ACS Catalysis,
Год журнала:
2025,
Номер
unknown, С. 5307 - 5317
Опубликована: Март 16, 2025
Язык: Английский
Visible Light‐Induced Arylation/Alkylation/Phosphorylation of Isocyanides viaEDA Complex Activation
Shichao Yang,
Xiangwen Tan,
Dan Liu
и другие.
Chinese Journal of Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 20, 2025
Comprehensive
Summary
Herein,
it
is
reported
that
the
aryl
radicals
derived
from
thianthrenium
salts
are
used
as
coupling
partner
in
arylation
reactions
of
isocyanides,
simultaneously
initiators
for
formation
alkyl
and
phosphoryl
ethers
diarylphosphine
oxides.
This
cascade
cyclization
reaction
leads
to
diverse
arylated,
alkylated
phosphorylated
heteroaromatic
compounds.
Notably,
this
transformation
can
be
achieved
without
aid
metals
or
photocatalysts,
exhibiting
a
wide
substrate
applicability
operational
simplicity.
Mechanistic
studies
suggest
involvement
radical
processes
electron
donor‐acceptor
(EDA)
complexes
transformation.
Язык: Английский
Electrochemically Induced Synthesis of Substituted 5-Thiotetrazoles
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 6, 2025
A
novel
electrochemical
procedure
for
the
one-pot
synthesis
of
variously
substituted
5-thiotetrazole
has
been
established
by
a
three-component
reaction
(thiol(thiophenol)s,
isocyanides,
and
azidotrimethylsilane).
This
approach
is
achieved
sulfidation
isocyanide
subsequent
cycloaddition
with
azidotrimethylsilane
under
mild
conditions
without
metal
catalyst
or
external
oxidant.
Importantly,
presented
methodology
not
only
features
wide
substrate
scope
but
also
exhibits
practicality
showcased
gram-scale
various
conversions.
Язык: Английский
A mild and practical approach to N-CF3 secondary amines via oxidative fluorination of isocyanides
Nature Communications,
Год журнала:
2025,
Номер
16(1)
Опубликована: Май 26, 2025
N-trifluoromethyl
compounds,
featuring
a
CF3
group
directly
attached
to
nitrogen,
are
valuable
in
medicinal
chemistry.
Despite
substantial
advances
their
synthesis
over
the
past
decade,
efficient
preparation
of
inherently
unstable
N-CF3
secondary
amines
remains
challenge
synthetic
Herein,
we
present
mild
and
practical
method
for
synthesizing
these
compounds
via
oxidative
fluorination
isocyanides
using
iodine
as
oxidant,
silver
fluoride
fluorinating
reagent,
tert-butyldimethylsilane
proton
precursor.
This
approach
benefits
from
simple
workup,
all
reagents
by-products
can
be
easily
removed
through
filtration
evaporation.
protocol
features
broad
substrate
scope,
good
functional
tolerance,
excellent
yields.
Additionally,
resulting
products
readily
converted
into
carbamoyl
fluorides,
building
blocks
diverse
carbonyl
derivatives.
Язык: Английский