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(4), С. 1407 - 1413
Опубликована: Фев. 3, 2020
Toward
a
method
for
direct
conversion
of
alkenes
to
cyclic
guanidines,
we
report
that
1,3-dipolar
cycloadditions
2-amido-1,3-diamino
allylic
cations
with
provide
new
guanidine
annulation.
Generated
under
oxidative
conditions,
the
2-amido-1,3-diaminoallyl
react
as
1,3-dipoles
providing
rapid
access
2-amino
imidazolines
through
net
(3
+
2)
cycloadditions.
The
utility
is
demonstrated
concise
synthesis
oroidin
alkaloid,
phakellin.
described
1,3-dipole
also
participates
in
(4
3)
dienes.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(16), С. 11253 - 11260
Опубликована: Авг. 8, 2022
A
Rh(III)-catalyzed
tandem
reaction
for
the
synthesis
of
(quinazolin-2-yl)methanone
derivatives
has
been
explored
from
2,1-benzisoxazoles
and
α-azido
ketones.
The
transformation
involves
denitrogenation
ketones,
aza-[4
+
2]
cycloaddition,
ring
opening,
dehydration
aromatization
processes.
Notably,
cycloaddition
an
imine
rhodium
complex
intermediate
with
is
key
to
this
reaction.
European Journal of Organic Chemistry,
Год журнала:
2022,
Номер
2022(47)
Опубликована: Окт. 10, 2022
Abstract
Aza‐oxyallyl
cations,
as
proposed
by
Sheehan
in
the
1960s
have
garnered
significant
attention
among
synthetic
organic
community,
owing
to
their
diverse
reactivity
profile
for
constructing
N‐scaffolds
of
biological
interest.
During
its
initial
growth,
aza‐oxyallyl
cations
were
used
effectively
a
3‐unit
synthon
1,3
dipoles
create
N‐heterocycles
via
cycloaddition
reactions,
wherein
cation
served
electrophilic
counterpart.
Recently,
new
variations
been
reported,
including
usage
1,4
dipole
domino
and
unique
alkylating
ability
heteroatoms.
This
review
article
provides
an
update
recent
developments
this
area
prevailing
mechanistic
insight.
Abstract
The
novel
benzosultam‐fused
4‐imidazolidinone
scaffold
was
constructed
by
a
concise
[3+2]
annulation
reaction
of
α‐halogenated
hydroxamates
and
N‐sulfonyl
ketimine
for
the
first
time.
transformation
proceeded
smoothly
under
mild
transition‐metal‐free
conditions
in
moderate
to
excellent
yields
(up
95
%).
Moreover
products
are
potentially
useful
promising
medicinal
research.
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.
