Synthetic Communications,
Год журнала:
2020,
Номер
50(9), С. 1375 - 1387
Опубликована: Март 19, 2020
Base-mediated
[3
+
3]
cycloaddition
reaction
of
in-situ
formed
aza-oxyallyl
cations
and
1,4-dithiane-2,5-diols
has
been
achieved
under
mild
conditions.
This
strategy
provides
direct
efficient
access
to
prepare
desired
thiomorpholin-3-one
derivatives
in
moderate-to-high
yields.
The
approach
features
broad
substrates
scope
short
time.
Moreover,
the
resulting
products
can
be
readily
converted
into
other
useful
heterocyclic
compounds
including
2H-1,4-thiazin-3(4H)-ones
thiomorpholine-3,5-diones.
Organic Letters,
Год журнала:
2020,
Номер
22(15), С. 5990 - 5994
Опубликована: Июль 17, 2020
The
construction
of
eight-membered
rings
is
a
challenging
issue
due
to
unfavorable
transannular
strain
and
entropic
barriers.
We
report
herein
gold-catalyzed
formal
[4
+
2
2]
cycloaddition
reaction
anthranils
with
allenamides
deliver
oxa-bridged
heterocycles
in
accepted
yields
unique
E/Z
configuration.
Moreover,
the
asymmetric
by
using
chiral
phosphoramidite
gold
catalyst
has
also
been
conducted.
Advanced Synthesis & Catalysis,
Год журнала:
2020,
Номер
362(17), С. 3594 - 3603
Опубликована: Май 15, 2020
Abstract
The
first
example
of
a
[4+3]‐annulation
reaction
between
in
situ‐generated
azaoxyallyl
cations
and
isatoic
anhydride
has
been
developed
for
the
construction
seven‐membered
1,4‐benzodiazepinediones
moderate
to
good
yields
(up
91%
yield).
This
annulation
involves
cascade
decarboxylative
addition
hexafluoroisopropanol
anhydride,
cation,
intramolecular
substitution
yield
1,4‐benzodiazepinediones.
magnified
image
Organic & Biomolecular Chemistry,
Год журнала:
2020,
Номер
18(6), С. 1082 - 1086
Опубликована: Янв. 1, 2020
A
novel
cyclization
of
N-alkoxy
α-halogenoacetamides
with
N-sulfonyl-1-aza-1,3-butadienes
has
been
developed
for
the
efficient
preparation
1,4-diazepinones
in
one
step
under
transition
metal-free
conditions.
Organic Letters,
Год журнала:
2022,
Номер
24(15), С. 2837 - 2841
Опубликована: Апрель 8, 2022
A
concise
and
practical
strategy
via
potassium-carbonate-mediated
[3
+
2]-cycloaddition
reaction
of
α-halohydroxamates
with
the
common
solvent
carbon
disulfide
for
synthesis
functionalized
rhodanine
derivatives
in
good
to
excellent
yields
is
developed.
The
present
methodology
features
a
wide
substrate
scope
as
well
functional
group
tolerance.
potential
synthetic
utility
this
protocol
demonstrated
by
series
natural
product
containing
rhodamine
skeletons.
Chemistry - An Asian Journal,
Год журнала:
2019,
Номер
14(24), С. 4748 - 4753
Опубликована: Сен. 17, 2019
Although
azaoxyallyl
cations
are
widely
used
as
1,3-dipoles
for
various
cycloaddition
reactions
leading
to
nitrogen-containing
heterocycles,
their
application
in
higher-order
reaction
remains
scarce.
Herein,
we
present
the
[8+3]-cycloaddition
of
tropones
with
situ
generated
allowing
one-step
construction
cycloheptatriene-fused
1,4-oxazinones
moderate
good
yields.
This
base-promoted
new
carbon-oxygen
and
carbon-nitrogen
bond-forming
takes
place
under
mild
conditions
absence
transition
metal
catalysts.
Chemical Science,
Год журнала:
2022,
Номер
13(7), С. 2105 - 2114
Опубликована: Янв. 1, 2022
A
practical
route
for
the
synthesis
of
valuable
3-aryl
anthranils
from
readily
available
and
simple
arenes
has
been
achieved
through
an
electrophilic
substitution
rearomatization
sequence
by
employing
Tf
2
O
as
effective
activator.
European Journal of Organic Chemistry,
Год журнала:
2020,
Номер
2020(20), С. 3090 - 3100
Опубликована: Апрель 9, 2020
Metal‐free
and
environmentally
friendly
synthesis
of
morpholin‐3‐one
1,4‐oxazepan‐3‐one
skeletons
was
achieved
by
the
cycloaddition
reaction
alcohol‐tethered
enones
α‐halohydroxamates.
This
transformation
proposed
to
proceed
through
addition
hydroxyl
group
in
enone
an
in‐situ
generated
azaoxyallyl
cation
followed
intramolecular
aza‐Michael‐type
trapping.
Accordingly,
morpholin‐3‐ones
1,4‐oxazepan‐3‐ones
could
be
from
γ‐hydroxy
δ‐hydroxy
enones,
respectively,
a
highly
diastereoselective
manner.
Chemical Communications,
Год журнала:
2020,
Номер
56(35), С. 4804 - 4807
Опубликована: Янв. 1, 2020
Herein,
we
report
a
highly
facile
and
unprecedented
approach
to
synthesize
congested
N-(hetero)aryl
amines
en
route
α-amino
acid
amides
using
α-bromoamides
as
alkylating
agents
under
mild
reaction
conditions
(room
temperature).
The
involvement
of
aza-oxyallyl
cations
is
the
hallmark
this
reaction.
method
was
readily
adapted
for
rapid
synthesis
coveted
1,4-benzodiazepine-3,5-diones.
Chemical Communications,
Год журнала:
2022,
Номер
58(39), С. 5865 - 5868
Опубликована: Янв. 1, 2022
A
Lewis
acid-catalyzed
[4+4]
cycloaddition
reaction
from
D–A
cyclobutanes
and
anthranils,
providing
the
corresponding
oxa-bridged
eight-membered
heterocycles
under
mild
conditions.
The Journal of Organic Chemistry,
Год журнала:
2021,
Номер
86(4), С. 3546 - 3554
Опубликована: Фев. 4, 2021
The
convenient
preparation
of
N2-unprotected
five-membered
cyclic
guanidines
was
achieved
through
a
cascade
[3
+
2]
cycloaddition
between
organo-cyanamides
and
α-haloamides
under
mild
conditions
in
good
to
excellent
yields
(up
99%).
corresponding
could
be
easily
transformed
into
hydantoins
via
hydrolysis.
