European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
unknown
Опубликована: Сен. 13, 2023
Abstract
Quinobenzazepines
are
useful
in
medicinal
chemistry,
but
their
synthesis
is
very
challenging.
Herein,
we
designed
and
synthesized
a
range
of
multi‐functional
chalcone‐based
quinolinium
salts;
synthetic
application
the
rapid
straightforward
construction
quinobenzazepines
was
successfully
explored.
A
wide
oxa‐bridged
quinobenzazepine
polycycles
were
afforded
serendipitously
through
dearomative
cascade
reaction
our
newly
developed
salts
acetylacetone.
This
strategy
features
high
bond‐
ring‐forming
efficiency
complete
regio‐
diastereoselective
control.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Май 31, 2024
Bridged
cyclobutanes
and
sulfur
heterocycles
are
currently
under
intense
investigation
as
building
blocks
for
pharmaceutical
drug
design.
Two
formal
cycloaddition
modes
involving
bicyclobutanes
(BCBs)
pyridinium
1,4-zwitterionic
thiolate
derivatives
were
described
to
rapidly
expand
the
chemical
space
of
sulfur-containing
bridged
cyclobutanes.
By
using
Ni(ClO
Chemical Science,
Год журнала:
2022,
Номер
13(48), С. 14213 - 14225
Опубликована: Янв. 1, 2022
This
Perspective
outlines
the
myriad
of
products
that
can
be
obtained
by
dearomatisation
and
functionalization
heteroarene
substrates.
Complex
3D
molecules
often
prepared
in
one
step
from
simple
arene
starting
materials.
Chemical Communications,
Год журнала:
2024,
Номер
60(30), С. 4068 - 4071
Опубликована: Янв. 1, 2024
A
two
step
one-pot
annulation
of
donor–acceptor
cyclopropanes
with
tetrahydroisoquinolines
has
been
accomplished
to
furnish
benzo-fused
indolizines
substrate
scope
and
functional
group
diversity.
Angewandte Chemie,
Год журнала:
2024,
Номер
136(40)
Опубликована: Май 31, 2024
Abstract
Bridged
cyclobutanes
and
sulfur
heterocycles
are
currently
under
intense
investigation
as
building
blocks
for
pharmaceutical
drug
design.
Two
formal
cycloaddition
modes
involving
bicyclobutanes
(BCBs)
pyridinium
1,4‐zwitterionic
thiolate
derivatives
were
described
to
rapidly
expand
the
chemical
space
of
sulfur‐containing
bridged
cyclobutanes.
By
using
Ni(ClO
4
)
2
catalyst,
an
uncommon
higher‐order
(5+3)
BCBs
with
quinolinium
was
achieved
broad
substrate
scope
mild
reaction
conditions.
Furthermore,
first
Lewis
acid‐catalyzed
asymmetric
polar
BCB
pyridazinium
accomplished.
In
contrast,
thiolates
undergo
Sc(OTf)
3
‐catalyzed
(3+3)
generate
thia‐norpinene
products,
which
represent
initial
instance
synthesizing
2‐thiabicyclo[3.1.1]heptanes
(thia‐BCHeps)
from
BCBs.
Moreover,
we
have
successfully
used
this
protocol
prepare
thia‐BCHeps‐substituted
analogues
bioactive
molecule
Pitofenone.
Density
functional
theory
(DFT)
computations
imply
that
kinetic
factors
govern
between
thiolate,
whereas
is
thermodynamic
control.
Molecules,
Год журнала:
2023,
Номер
28(7), С. 3059 - 3059
Опубликована: Март 29, 2023
Heteroarene
1,
n-zwitterions
are
powerful
and
versatile
building
blocks
in
the
construction
of
heterocycles
have
received
increasing
attention
recent
years.
In
particular,
pyridinium
quinolinium
1,4-zwitterions
been
widely
studied
used
a
variety
cyclization
reactions
due
to
their
air
stability,
ease
use,
high
efficiency.
Sulfur-
nitrogen-based
1,4-zwitterions,
types
emerging
heteroatom-containing
synthons,
attracted
much
from
chemists.
These
which
contain
multiple
reaction
sites,
successfully
synthesis
three-
eight-membered
cyclic
compounds
over
last
decade.
this
review,
we
present
exciting
progress
made
field
sulfur-
1,4-zwitterions.
Moreover,
mechanistic
insights,
transition
states,
some
synthetic
applications,
challenges
opportunities
also
discussed.
We
hope
provide
an
overview
for
chemists
who
interested
heterocycle
with
Organic Letters,
Год журнала:
2024,
Номер
26(4), С. 798 - 803
Опубликована: Янв. 22, 2024
A
(3+2)
cycloaddition
of
heteroaromatic
N-ylides
with
sulfenes,
which
are
generated
in
situ
from
sulfonyl
chlorides,
has
been
developed.
variety
ylides
were
transformed
into
the
corresponding
sulfone-embedded
N-fused
heterocycles
high
yields.
Hexafluoroisopropyl
mesylate
was
demonstrated
to
be
a
suitable
reactant
for
quinolinium
ylides.
Furthermore,
this
could
performed
an
ylide
prepared
by
Cu-catalyzed
transfer
reaction
one-pot
manner,
extending
substrate
scope
unisolable
ylide.
New Journal of Chemistry,
Год журнала:
2024,
Номер
48(18), С. 8243 - 8276
Опубликована: Янв. 1, 2024
The
present
review
summarizes
the
recent
advances
(2018–2023)
in
stereoselective
annulation
involving
p
-benzoquinones
for
construction
of
fused,
spiro
and
bridged/cage
frameworks.
