The Journal of Organic Chemistry,
Год журнала:
2020,
Номер
85(11), С. 7433 - 7445
Опубликована: Апрель 28, 2020
Imidoyl
sulfoxonium
ylides
are
presented
for
the
first
time
as
potential
precursors
to
generate
α-imino
metal-carbene
intermediates
and
applied
in
direct
C-H
functionalization
reactions
catalyzed
by
[Ir(cod)Cl]2
(4
mol
%)
provide
2-substituted
indoles
(up
70%
yield)
just
one
step.
This
class
of
sulfur
ylide
is
successfully
obtained
from
imidoyl
chloride
dimethylsulfoxonium
methylide
(23
new
examples
45-85%
or
imino
group
formation
corresponding
β-keto
anilines
presence
TiCl4
a
Lewis
acid
(9
33-94%
yield).
Angewandte Chemie International Edition,
Год журнала:
2019,
Номер
59(4), С. 1666 - 1673
Опубликована: Ноя. 14, 2019
6π
electrocyclization
has
attracted
interest
in
organic
synthesis
because
of
its
high
stereospecificity
and
atom
economy
the
construction
versatile
5-7-membered
cycles.
However,
examples
asymmetric
are
quite
scarce,
have
to
rely
on
use
chiral
organocatalysts,
been
limited
pentadienyl-anion-
triene-type
electrocyclizations.
Described
herein
is
a
zinc-catalyzed
formal
[4+3]
annulation
isoxazoles
with
3-en-1-ynol
ethers
via
electrocyclization,
leading
site-selective
functionalized
2H-azepines
4H-azepines
good
excellent
yields
broad
substrate
scope.
Moreover,
this
strategy
also
used
produce
enantioselectivities
(up
97:3
e.r.).
This
protocol
not
only
first
heptatrienyl-cation-type
but
reaction
alkynes
catalysis
based
ynol
ethers.
Green Chemistry,
Год журнала:
2018,
Номер
20(18), С. 4287 - 4291
Опубликована: Янв. 1, 2018
A
zinc-catalyzed
formal
[3
+
2]
annulation
of
isoxazoles
with
ynol
ethers
has
been
developed,
leading
to
the
atom-economical
and
divergent
synthesis
2-alkoxyl
1H-pyrroles
3H-pyrroles,
respectively.
Organic Letters,
Год журнала:
2019,
Номер
21(16), С. 6245 - 6248
Опубликована: Авг. 1, 2019
A
new
[3
+
4]
cycloaddition
of
azaoxyallyl
cations
and
anthranils
has
been
achieved
for
rapid
access
to
multisubstituted
benzodiazepine
derivatives.
variety
α-halo
hydroxamates
were
both
effective
substrates
with
simple
operations
under
transition-metal-free
conditions.
The
intriguing
features
this
method
include
its
mild
nature
the
reaction
conditions,
high
efficiency,
broad
substrate
scope,
wide
functional
group
compatibility.
Chemical Communications,
Год журнала:
2019,
Номер
55(81), С. 12255 - 12258
Опубликована: Янв. 1, 2019
Cathodic
reduction
of
the
nitro
moiety
and
subsequent
intramolecular
cyclization
affords
different
substituted
2,1-benzisoxazoles
quinoline
N-oxides.
This
methodology
allows
synthesis
two
types
heterocycles
from
common
simple
starting
materials,
using
electrons
as
a
sole
reagent
for
this
transformation.
The
electrolysis
can
be
conducted
in
very
undivided
cell
under
constant
current
conditions.
permits
working
on
larger
scale
compared
to
other
electrochemical
methodologies
represents
significant
advantage.
The Journal of Organic Chemistry,
Год журнала:
2020,
Номер
85(11), С. 7433 - 7445
Опубликована: Апрель 28, 2020
Imidoyl
sulfoxonium
ylides
are
presented
for
the
first
time
as
potential
precursors
to
generate
α-imino
metal-carbene
intermediates
and
applied
in
direct
C-H
functionalization
reactions
catalyzed
by
[Ir(cod)Cl]2
(4
mol
%)
provide
2-substituted
indoles
(up
70%
yield)
just
one
step.
This
class
of
sulfur
ylide
is
successfully
obtained
from
imidoyl
chloride
dimethylsulfoxonium
methylide
(23
new
examples
45-85%
or
imino
group
formation
corresponding
β-keto
anilines
presence
TiCl4
a
Lewis
acid
(9
33-94%
yield).
