Chemistry - A European Journal,
Год журнала:
2018,
Номер
25(10), С. 2442 - 2446
Опубликована: Дек. 3, 2018
Abstract
A
metal‐free,
phosphine‐catalyzed
intramolecular
“umpolung
Michael
addition”
on
alkynes
to
form
spiroindol(en)ines
is
reported.
This
nucleophilic
catalysis
enables
the
formation
of
a
wide
scope
five‐
and
six‐membered
in
moderate
excellent
yields
batch
as
well
under
continuous‐flow
conditions.
Triphenylphosphine‐catalyzed
activation
allows
exclusive
exo
‐product
mild
reaction
Chemical Communications,
Год журнала:
2019,
Номер
55(96), С. 14418 - 14421
Опубликована: Янв. 1, 2019
Experimental
and
theoretical
explorations
were
performed
on
the
pathways
of
cascade
cycloisomerizations
tryptamine-N-ethynylpropiolamide
substrates.
The
methodology
provided
a
common
strategy
to
access
either
indolizino[8,7-b]indoles
or
indolo[2,3-a]quinolizines
in
switchable
fashion.
The Journal of Organic Chemistry,
Год журнала:
2019,
Номер
84(5), С. 2891 - 2900
Опубликована: Янв. 31, 2019
A
transition
metal-free
one-pot,
three-steps
protocol
combining
N-alkynylindoles,
n-butyllithium,
elemental
selenium,
and
an
electrophile
source
was
developed
to
allow
the
synthesis
of
3-(organoselanyl)
selenazolo
indoles.
Substrate
scope
studied
by
varying
structure
N-alkynylindoles
source.
This
sequential
reaction
proceeded
selectively
through
initial
intramolecular
5-
endo-dig
mode
with
two
new
carbon-selenium
bonds
formation
in
a
one-pot
procedure.
The
conditions
were
also
compatible
sulfur
tellurium,
which
led
construct
3-(alkylthio)
thiazolo
indoles
3-(alkyltelluro)
tellurazolo
indoles,
respectively.
In
addition,
it
demonstrated
that
series
dichalcogenides
derived
from
chalcogenazoloindoles
ring
could
be
easily
prepared
via
oxidation
chalcogenolate
anion
contact
air.
Advanced Synthesis & Catalysis,
Год журнала:
2019,
Номер
362(1), С. 261 - 268
Опубликована: Ноя. 2, 2019
Abstract
A
silver(I)
triflate‐catalyzed
protocol
for
the
post‐Ugi
synthesis
of
tetracyclic
spiroindolines
has
been
developed.
The
worked
best
indole‐3‐carbaldehyde‐derived
Ugi
adducts
obtained
using
anilines
and
3‐aryl
propiolic
acids.
Thus,
it
is
complementary
to
previous
cationic
gold‐catalyzed
procedure
that
was
developed
analogues
substrates
derived
from
aliphatic
amines
3‐alkyl
Furthermore,
we
have
demonstrated
under
our
new
settings
this
domino
Friedel‐Crafts
ipso
cyclization
/
imine
trapping
process
could
be
efficiently
combined
with
preceding
four‐component
reaction
into
a
two‐step
one‐pot
transformation.
magnified
image
Advanced Synthesis & Catalysis,
Год журнала:
2017,
Номер
359(14), С. 2339 - 2344
Опубликована: Апрель 21, 2017
Abstract
A
high‐yielding,
copper‐catalyzed
dearomatization
reaction
of
indole
from
2‐methylindole‐derived
oxime
acetates
was
realized,
providing
access
to
structurally
novel
spiro[indoline‐3,2′‐pyrrolidine]
derivatives
in
67–98%
yields.
When
the
C‐2
position
not
substituted,
azacarbazole
were
obtained
moderate
This
transformation
provides
an
efficient
approach
nitrogen‐containing
spiroindolenine
and
with
wide
substrate
scope.
magnified
image
Chemistry - A European Journal,
Год журнала:
2018,
Номер
25(10), С. 2442 - 2446
Опубликована: Дек. 3, 2018
Abstract
A
metal‐free,
phosphine‐catalyzed
intramolecular
“umpolung
Michael
addition”
on
alkynes
to
form
spiroindol(en)ines
is
reported.
This
nucleophilic
catalysis
enables
the
formation
of
a
wide
scope
five‐
and
six‐membered
in
moderate
excellent
yields
batch
as
well
under
continuous‐flow
conditions.
Triphenylphosphine‐catalyzed
activation
allows
exclusive
exo
‐product
mild
reaction