Chinese Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
43(12), P. 4019 - 4019
Published: Jan. 1, 2023
Spirocyclohexadienones
are
not
only
widely
present
in
bioactive
molecules,
but
also
act
as
key
synthetic
intermediates
for
the
synthesis
of
natural
products.Owing
to
great
importance
these
compounds,
their
efficient
has
drawn
considerable
attention
from
chemists.In
particular,
there
many
reports
about
spirocyclohexadienone
derivatives
via
alkyne-involving
dearomatization
past
few
years.The
success
reactions
benefits
reaction
mode:
activation
alkyne
π
bond
by
radicals,
electrophiles,
or
metal
catalysts
under
conditions
photocatalysis,
electrocatalysis,
chemical
oxidation,
and
then
subsequent
process.The
advances
electron-deficient,
electron-ordinary,
electron-rich
alkynes-participated
phenolic
realize
construction
recent
five
years
systematically
summarized.During
discussion,
used
triggering
ways
subdivided.At
last,
prospects
this
field
discussed.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(15), P. 3179 - 3183
Published: April 3, 2024
Herein,
an
organocatalytic
asymmetric
dearomative
spirocyclization/oxa-Michael
addition
sequence
with
a
newly
designed
substrate
having
two
naphthol
motifs
has
been
developed.
The
reaction
proceeds
through
in
situ
chiral
vinylidene
ortho-quinone
methide
(VQM)
intermediate
formation,
spirocyclization
of
naphthol,
and
oxa-Michael
reaction.
densely
functionalized
tetralone
products
were
formed
high
yields
diastereo-
enantioselectivities.
The Chemical Record,
Journal Year:
2023,
Volume and Issue:
23(10)
Published: May 2, 2023
Abstract
The
highly
efficient
construction
of
complicated
heterocyclic
frameworks
in
an
atom‐
and
step‐economic
manner
is
still
one
the
cores
synthetic
chemistry.
Dearomatization
reactions
show
unique
advantage
for
functionalized
heterocycles
have
attracted
widespread
attention
over
past
two
decades.
metal‐free
approach
has
proved
to
be
a
green
sustainable
paradigm
synthesis
spirocyclic,
polycyclic
scaffolds,
which
are
widely
present
natural
products
bioactive
molecules.
In
this
review,
advances
recent
six
years
(2017–2023)
dearomatization
highlighted.
Emphasis
placed
on
developments
field
organo‐catalyzed
reactions,
oxidative
Brønsted
acid‐
or
base‐promoted
photoredox‐catalyzed
electrochemical
oxidation
reactions.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(11), P. 2766 - 2772
Published: Jan. 1, 2023
An
efficient
and
controllable
cyclization
of
alkynyl
thioethers
via
Brønsted
acid-catalyzed
dearomatization
is
described,
enabling
practical
atom-economical
synthesis
valuable
spirohexenones
phenanthrols
in
generally
excellent
yields.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(24), P. 10638 - 10643
Published: Jan. 1, 2023
A
chiral
Brønsted
acid-catalyzed
asymmetric
dearomative
spirocyclization
of
alkynyl
thioethers
has
been
developed,
leading
to
the
green
and
atom-economical
preparation
sprio[4.5]decan-6-ones
in
good
yields
with
high
enatioselectivities.
Communications Chemistry,
Journal Year:
2023,
Volume and Issue:
6(1)
Published: Sept. 12, 2023
Abstract
One-carbon
homologation
reactions
based
on
one-carbon
insertion
into
the
N−O
bond
of
heterocycles
have
received
tremendous
interest
over
past
decades.
However,
these
protocols
to
rely
use
hazardous
and
not
easily
accessible
diazo
compounds
as
precursors,
examples
relevant
asymmetric
catalysis
been
reported.
Here
we
show
that
a
copper-catalyzed
intermolecular
formal
(5
+
1)
annulation
1,5-diynes
with
1,2,5-oxadiazoles
involving
heterocyclic
via
non-diazo
approach.
This
method
enables
practical
atom-economic
synthesis
valuable
pyrrole-substituted
oxadiazines
in
generally
moderate
good
yields
under
mild
reaction
conditions.
In
addition,
possibility
such
an
also
emerges.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(16), P. 11487 - 11501
Published: July 30, 2024
Rational
design
and
development
of
organic
reactions
are
lofty
goals
in
synthetic
chemistry.
Quantitative
description
the
properties
molecules
by
physical
parameters
plays
an
important
role
this
regard.
In
Article,
we
report
energy
scale,
namely,
electrophile-arene
affinity
(EAA),
for
evaluating
thermodynamics
electrophilic
dearomatization
reactions,
a
class
transformations
that
can
rapidly
build
up
molecular
complexity
structural
diversity
converting
planar
aromatic
compounds
into
three-dimensional
cyclic
molecules.
The
acquisition
EAA
data
be
readily
achieved
theoretically
calculating
enthalpy
changes
(Δ
