Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(3), P. 607 - 612
Published: Jan. 11, 2024
An
electrochemical
approach
to
biheteroaryls
through
the
coupling
of
diverse
N-heteroarenes
with
heteroaryl
phosphonium
salts
is
reported.
The
reaction
features
pH
and
redox-neutral
conditions
excellent
regioselectivity,
as
well
exogenous
air
or
moisture
tolerance.
Additionally,
a
one-pot,
two-step
protocol
can
be
established
realize
formal
C–H/C–H
heteroarenes,
thereby
greatly
expanding
substrate
availability.
utility
this
method
demonstrated
late-stage
functionalization,
total
synthesis
nitraridine,
antifungal
activity
studies.
Journal of Chemical Education,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 27, 2025
Multicomponent
reactions
(MCRs)
are
fascinating
chemical
processes
where
three
or
more
starting
materials
come
together
to
form
a
single
product.
By
exploring
various
MCRs,
second-year
undergraduate
students
learn
about
the
synergy
between
different
functional
groups
and
how
they
influence
reactivity,
power
of
streamlined
approach
compared
conventional
stepwise
reactions,
critical
thinking
MCR
mechanisms.
Herein,
we
introduce
valuable
synthetic
method
for
constructing
heterocyclic
compounds
through
multiple-component
condensation/cycloaddition
process.
Specifically,
focus
on
1,4-dihydropyridine
(1,4-DHP),
privileged
N-heterocyclic
scaffold
widely
used
in
medicinal
chemistry,
particularly
4-aryl-3,5-dicarboxylated
derivatives.
The
experiment
provides
an
excellent
opportunity
explore
concept
green
chemistry
while
synthesizing
structurally
interesting
useful
molecules
using
readily
available
materials.
achieve
this
condensation
reaction
2-furaldehyde
(furfural),
acetoacetic
acid
tert-butyl
ester,
ammonium
acetate.
Key
features
teaching
include
following.
(1)
reaction:
involves
concise,
multicomponent
with
short
time.
(2)
Catalyst-free:
Notably,
proceeds
without
need
solvents
catalysts.
(3)
Visually
striking
system:
change
system
is
visually
evident,
enhancing
learning
experience.
(4)
Useful
methodology
drug
synthesis:
has
practical
implications
synthesis.
We
successfully
implemented
proposal
across
five
parallel
student
groups,
involving
approximately
150
participants.
experimental
procedures
encompass
organic
synthesis,
thin-layer
chromatography
(TLC),
nuclear
magnetic
resonance
(NMR)
analysis.
Chinese Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
42(6), P. 585 - 591
Published: Nov. 2, 2023
Comprehensive
Summary
A
straightforward
electrochemical
reduction
of
benzo[
b
]thiophene
1,1‐dioxides
with
HFIP
as
the
hydrogen
donor
has
been
reported
in
an
undivided
cell
under
metal‐free
conditions.
Moreover,
tolerance
various
functional
groups
and
scaled‐up
experiments
showed
practicability
potential
applications
this
methodology.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(5), P. 1152 - 1157
Published: Jan. 9, 2024
Abstract
This
research
presents
a
method
for
the
oxidative
selenylation
and
thiolylation
of
Morita‐Baylis‐Hillman
adducts
through
constant‐current
electrolysis
in
an
undivided
cell
at
room
temperature.
The
reaction
enables
direct
production
trisubstituted
(
Z
)‐allyl
aryl
selenides
sulfides
with
yields
27–98%.
A
wide
variety
different
functionalities
are
well
tolerated
under
these
conditions.
strategy
could
be
carried
out
on
gram
scale
several
synthetic
transformations
were
accomplished
construction
other
allyl
selenide
derivatives.
Control
experiments
mechanistic
studies
indicate
radical
or
ionic
addition
pathway
this
electrochemical
transformation.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(3), P. 607 - 612
Published: Jan. 11, 2024
An
electrochemical
approach
to
biheteroaryls
through
the
coupling
of
diverse
N-heteroarenes
with
heteroaryl
phosphonium
salts
is
reported.
The
reaction
features
pH
and
redox-neutral
conditions
excellent
regioselectivity,
as
well
exogenous
air
or
moisture
tolerance.
Additionally,
a
one-pot,
two-step
protocol
can
be
established
realize
formal
C–H/C–H
heteroarenes,
thereby
greatly
expanding
substrate
availability.
utility
this
method
demonstrated
late-stage
functionalization,
total
synthesis
nitraridine,
antifungal
activity
studies.
