Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(15), С. 3183 - 3202
Опубликована: Янв. 1, 2023
2-Acetyl-3,4-dihydropyrans,
assembled
from
acetylene
gas
and
ketones
in
a
one-pot
procedure,
are
ethynylated
with
acetylenes
(KOBut/DMSO,
15
°C,
2
h)
to
give
acetylenic
alcohols,
which
readily
cyclize
(TFA,
rt,
5
min)
7-ethynyl-6,8-dioxabicyclo[3.2.1]octanes
up
92%
yield.
The
ring
closure
of
the
above
alcohols
can
be
performed
without
their
isolation
reaction
mixture.
Thus,
synthesis
realized
just
two
synthetic
operations
simple
available
starting
materials
under
mild
transition-metal-free
conditions.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(40), С. 8162 - 8169
Опубликована: Янв. 1, 2023
The
zwitterionic
π-allylpalladium
species,
also
known
as
dipoles,
are
important
synthons
widely
used
in
various
reactions
including
cycloaddition
and
allylic
substitution.
This
study
reported
the
development
of
a
new
indole-fused
precursor
compound
its
application
[4
+
2]
substitution
reactions.
As
result,
synthesis
pyrrolo[3,2,1-ij]quinazolin-3-one
7-vinyl
indole
compounds
was
achieved
with
moderate
to
good
yields.
Notably,
reaction
exhibited
excellent
regio-
stereoselectivity.
Synthesis,
Год журнала:
2021,
Номер
54(07), С. 1803 - 1816
Опубликована: Ноя. 17, 2021
Abstract
A
diastereoselective
synthesis
of
biologically
interesting
spirobarbiturates
has
been
achieved
via
[3+2]
cycloaddition
alloxan-derived
azomethine
ylides
to
3-R-1,2-diphenylcyclopropenes.
With
this
approach,
a
range
spirobarbiturate-3-azabicyclo[3.1.0]hexanes
and
spirobarbiturate-cyclopropa[a]pyrrolizines
were
obtained
in
moderate
good
yields
with
excellent
diastereoselectivities.
DFT
calculations
(M11
density
functional
theory)
carried
out
shed
light
on
the
molecular
mechanism
1,3-dipolar
cyclopropenes.
The
cytotoxic
activity
some
compounds
against
human
erythroleukemia
(K562)
cell
line
was
evaluated
vitro
by
MTS-assay.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(5), С. 3079 - 3088
Опубликована: Фев. 17, 2023
A
simple
and
efficient
base-mediated
decarboxylative
annulation
of
ynones
with
methyl
2-(2-bromophenyl)acetates
has
been
developed.
broad
range
benzoxepines
were
prepared
a
substrate
scope
high
regioselectivity
in
moderate
to
excellent
yields
under
transition-metal-free
conditions.
This
method
proceeds
through
tandem
[2
+
4]
annulation,
ring-opening
reaction,
the
intramolecular
nucleophilic
aromatic
substitution
reaction.
Additionally,
key
intermediates
successfully
obtained
characterized
unambiguously
by
single-crystal
X-ray
crystallography,
which
could
favorably
support
mechanism.
Furthermore,
gram-scale
reaction
synthetic
applications
for
further
functionalization
are
also
studied.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(15), С. 4131 - 4137
Опубликована: Янв. 1, 2024
A
palladium-catalyzed
decarboxylative
(5
+
5)
cyclization
reaction
of
vinyloxazolidine-2,4-diones
for
the
synthesis
ten-membered
N,O-containing
heterocycles
is
disclosed.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(15), С. 3183 - 3202
Опубликована: Янв. 1, 2023
2-Acetyl-3,4-dihydropyrans,
assembled
from
acetylene
gas
and
ketones
in
a
one-pot
procedure,
are
ethynylated
with
acetylenes
(KOBut/DMSO,
15
°C,
2
h)
to
give
acetylenic
alcohols,
which
readily
cyclize
(TFA,
rt,
5
min)
7-ethynyl-6,8-dioxabicyclo[3.2.1]octanes
up
92%
yield.
The
ring
closure
of
the
above
alcohols
can
be
performed
without
their
isolation
reaction
mixture.
Thus,
synthesis
realized
just
two
synthetic
operations
simple
available
starting
materials
under
mild
transition-metal-free
conditions.
