Authorea (Authorea),
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 30, 2024
The
development
of
efficient
and
sustainable
methods
to
obtain
spirocyclic
compounds
is
significance
as
these
structures
are
widely
found
in
pharmaceuticals
agrochemicals.
Herein,
we
disclose
an
electrochemical
dearomative
spirocyclization
N-acyl
sulfonamides
a
continuous-flow
cell.
reaction
simple
without
external
catalysts
or
supporting
electrolytes,
in-cluding
decagram-scale
synthesis.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(35), P. 7330 - 7335
Published: Aug. 22, 2024
Synthesis
of
diversely
functionalized
quinoline-2-carboxylates
is
illustrated
through
electrochemical
cross-dehydrogenative
coupling
between
N-aryl
glycinates
and
methylenecyclopropanes.
An
extensive
range
distinct
functionalities
well-compatible
under
these
transition-metal-
oxidant-free
mild
conditions,
contributing
to
a
broad
substrate
scope
practical
applicability.
Cyclic
voltammetric
measurements
control
experiments
suggested
formal
[4
+
2]
cycloaddition
involving
radical
intermediates,
followed
by
cyclopropyl
ring
opening
nucleophilic
polar
addition,
consecutively
fabricating
C–C
C–N
bonds.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(70)
Published: Sept. 23, 2023
Abstract
Silaspiranes
bearing
a
spiro‐silicon
center
are
promising
ring
frameworks
for
the
synthesis
of
novel
spirocyclic
molecules
possessing
unique
properties.
Development
efficient
methods
towards
these
structures
has
therefore
attracted
considerable
attentions
synthetic
chemists.
This
minireview
highlights
representative
advances
in
field,
and
is
categorized
into
four
parts
according
to
formation
strategies:
cyclization,
annulation,
expansion
cycloaddition.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(4), P. 2200 - 2211
Published: Feb. 8, 2024
Electrochemical
dearomatization
has
been
recognized
as
an
attractive
tool
for
the
rapid
construction
of
structurally
diverse
molecules.
The
designed
methodology
encompasses
eco-friendly
and
efficient
electrochemical
approach
to
synthesizing
spiro[4.5]dienones
under
mild
reaction
conditions.
Furthermore,
detailed
mechanistic
studies
strongly
bolster
our
hypothesis
emphasize
role
HFIP
in
mechanism.
protocol
is
scalable
showcases
a
broad
substrate
scope
with
tolerance
toward
numerous
functional
groups.
Henceforth,
this
strategy
can
be
deployed
alternative
sustainable
accessing
spiro[4.5]dienones.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(14), P. 3123 - 3129
Published: May 31, 2024
Abstract
An
electrochemical
protocol
for
synthesizing
tetra
‐substituted
sulfonated
pyrazoles
is
developed.
The
notable
feature
of
this
method
the
electrocatalytic
generation
an
active
iodine
species,
which
enables
direct
use
1,3
dicarbonyls
as
reactant
and
also
eliminates
necessity
external
electrolytes.
A
wide
range
functionalities
are
compatible
under
condition,
resulting
good
to
excellent
production
desired
pyrazole
derivatives.
Detailed
synthetic
studies
enlighten
pathway.
Chinese Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
42(9), P. 980 - 984
Published: Dec. 26, 2023
Comprehensive
Summary
The
development
of
efficient
and
sustainable
methods
to
obtain
spirocyclic
compounds
is
significance
as
these
structures
are
widely
found
in
pharmaceuticals
agrochemicals.
Herein,
we
disclose
an
electrochemical
dearomative
spirocyclization
N
‐acyl
sulfonamides
a
continuous‐flow
cell.
reaction
simple
without
external
catalysts
or
supporting
electrolytes
could
be
applied
decagram‐scale
synthesis.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(43)
Published: May 25, 2024
Developing
pragmatic
strategies
for
accessing
functional
benzofuran-2-ones
from
3-([1,1'-biphenyl]-2-yl)benzofuran
remains
an
enduring
challenge.
Herein,
we
have
achieved
a
highly
discriminating
electrochemical
oxidative
dearomative
spiroannulation
of
3-([1,1'-biphenyl]-2-yl)benzofuran,
culminating
in
the
synthesis
2H-spiro[benzofuran-3,9'-fluoren]-2-one
derivatives.
By
harnessing
electrophilic
intermediates
benzofuryl
radical
cations
supported
by
DFT
calculations,
attain
exceptional
regioselectivity
while
eliminating
need
stoichiometric
oxidants.
Mechanistic
investigations
reveal
sequence
events
involving
benzofuran
cation,
encompassing
capture
H
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(31)
Published: June 6, 2024
Abstract
An
efficient
method
for
the
conversion
of
biphenyl
acrylamides
to
dibenzoazepinones
with
−SCF
3
incorporation
is
described.
This
operationally
simple
radical
cascade
reaction
employs
CAN
as
an
oxidant
and
exhibits
good
functional
group
tolerance.
Substrates
featuring
−OCH
,
−CH
−Br
or
−Cl
at
para
‐position
aromatic
ring
a
preference
ipso
‐cyclization
due
intervention
DMSO
in
reaction.
Density
theory
(DFT)
calculations
provide
valuable
insights
into
reaction's
energetics
product
selectivity.
