Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(17), P. 6658 - 6662
Published: Aug. 9, 2019
A
mild,
reductive
spirocyclization
of
indole-linked
amides
and
lactams
for
the
efficient
selective
synthesis
aza-spirocyclic
indoline
products
is
described.
The
catalytic
activation
tertiary
or
by
Vaska's
complex
with
tetramethyldisiloxane
as
terminal
reductant
allowed
iminium
ion
formation,
before
a
diastereoselective
5-endo-trig
tethered
indole
moiety
was
triggered.
Terminal
reduction
affords
aza-spiroindoline
in
an
overall
highly
chemoselective
one-pot
process.
ACS Catalysis,
Journal Year:
2022,
Volume and Issue:
12(13), P. 7511 - 7516
Published: June 9, 2022
Direct
enantioselective
synthesis
of
chiral
aza-quaternary
carbon
indolenines
through
the
dearomative
electrophilic
hydrazination
2,3-disubstituted
indoles
has
been
achieved.
This
catalytic
asymmetric
strategy
leads
to
efficient
construction
a
series
enantioenriched
in
high
yields
and
excellent
stereoselectivities.
The
synthetic
practicality
this
reaction
demonstrated
by
modification
derivatization
drug
molecules.
In-situ
infrared
density
functional
theory
calculations
suggest
that
our
system
could
overcome
background
achieve
effective
dearomatization.
The Journal of Organic Chemistry,
Journal Year:
2018,
Volume and Issue:
83(15), P. 8615 - 8626
Published: May 30, 2018
An
effective
method
for
the
construction
of
structurally
complex
fused
cyclohepta[b]indole
core
has
been
developed
through
an
intermolecular
1,6-conjugate
addition
indoles
to
2-alkynyl
p-quinone
methides
followed
by
intramolecular
electrophilic
cyclization
under
oxophilic
and
alkynophilic
gold
catalysis.
Organic Letters,
Journal Year:
2018,
Volume and Issue:
20(3), P. 748 - 751
Published: Jan. 25, 2018
An
intermolecular
Pd-catalyzed
allylic
dearomatization
reaction
of
polycyclic
indoles
with
substituted
carbonates
was
realized
in
the
presence
a
newly
synthesized
chiral
phosphoramidite
ligand.
Various
indoline
and
indolenine
derivatives
were
successfully
excellent
yields
(up
to
99%)
enantioselectivity
98%
ee).
The
obtained
products
could
undergo
versatile
transformations,
increasing
application
potential
method
organic
synthesis.
Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(17), P. 6658 - 6662
Published: Aug. 9, 2019
A
mild,
reductive
spirocyclization
of
indole-linked
amides
and
lactams
for
the
efficient
selective
synthesis
aza-spirocyclic
indoline
products
is
described.
The
catalytic
activation
tertiary
or
by
Vaska's
complex
with
tetramethyldisiloxane
as
terminal
reductant
allowed
iminium
ion
formation,
before
a
diastereoselective
5-endo-trig
tethered
indole
moiety
was
triggered.
Terminal
reduction
affords
aza-spiroindoline
in
an
overall
highly
chemoselective
one-pot
process.
