Design
and
development
of
novel
one-step
reactions
that
produce
nitrogen-containing
scaffolds
is
an
invaluable
area
chemistry
due
to
the
abundance
these
moieties
in
natural
products
biologically
active
molecules.
Discovering
methods
using
uncommon
substrates
rare
earth
metals
access
significant
present
a
challenge.
Over
course
my
doctoral
studies,
I
have
designed,
developed
optimized
by
rarely
known
afforded
important
scaffolds.
The
obtained
allow
otherwise
long-to-synthesize
molecules
expeditious
construction
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(12)
Опубликована: Фев. 21, 2023
Abstract
An
asymmetric
Friedel–Crafts
alkylation
of
indole
with
in
situ
generated
indol‐2‐one
from
functionalized
3‐bromooxinidole
catalyzed
by
chiral
N,N’
‐dioxide/Ni(BF
4
)
2
has
been
developed.
This
protocol
provides
an
efficient
route
to
stereoselective
construction
a
series
3‐substituted
3’‐indolyloxindoles
bearing
quaternary
carbon
center
excellent
yields
and
enantioselectivities
(up
99
%
ee).
In
addition,
the
conversion
resulted
3’‐indolyloxindole
key
intermediate
for
formal
synthesis
(+)‐folicanthine
was
also
demonstrated.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(11), С. 2760 - 2765
Опубликована: Янв. 1, 2023
A
metal-
and
additive-free
reaction
of
easily
accessible
N
-acylpyridinium
iodides,
methylvinyl
ketones
amines
provides
access
to
meta
-substituted
anilines.
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(44)
Опубликована: Май 23, 2023
A
ruthenium-catalyzed
para-selective
alkylation
of
protected
anilines
to
construct
α-arylacetonitrile
skeletons
has
been
reported.
We
firstly
disclosed
the
ethyl
2-bromo-2-cyanopropanoate
was
an
effective
alkylating
reagent
in
ruthenmuim-catalyzed
remote-selective
C-H
functionalization.
wide
variety
can
be
directly
obtained
with
moderate
good
yields.
Importantly,
products
contain
both
nitrile
and
ester
groups
guaranteeing
its
direct
transformation
into
other
useful
synthetic
units,
indicating
importance
this
method.
Chemistry - An Asian Journal,
Год журнала:
2023,
Номер
18(18)
Опубликована: Авг. 2, 2023
Abstract
A
facile
enantioselective
alkynylation
of
cyclic
ketimines
attached
to
a
neutral
functional
group
utilizing
the
dual
Cu(I)‐CPA
catalysis
is
described.
The
strategy
2‐aryl‐3
H
‐indol‐3‐one
directly
chiral
propargylic
amines
containing
indolin‐3‐one
moiety
in
good
yields
and
enantioselectivities.
Moreover,
gram‐scale
synthesis
propargylamines
based
C2‐quaternary
indolin‐3‐ones
was
performed.
synthetic
applications
were
confirmed
by
transformations
products
with
no
decrease
yield
enantioselectivity.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(24), С. 6081 - 6086
Опубликована: Янв. 1, 2023
A
bifunctional
squaramide
catalyzes
the
enantioselective
arylation
of
isoxazolin-5-ones
with
o
-quinone
diimides
(
-QDIs)
to
give
featuring
an
arylated
quaternary
stereocenter
in
high
yields
and
excellent
enantioselectivities.
Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
19(21)
Опубликована: Авг. 7, 2024
The
distinct
roles
of
different
chemical
species
are
essential
for
the
discovery
novel
transformations
in
organic
synthesis.
Here,
we
have
designed
a
potential
strategy
synthesis
triarylmethanes
(TRAMs)
using
dual
C(aryl)-alkylation
process.
This
protocol
was
influenced
by
1,1,1,3,3,3-hexafluoroisopropanol
(HFIP)
as
pivotal
reagent
and
proceeds
through
selective
para
C-H
functionalization
method.
described
approach
has
been
proven
to
be
highly
efficient
terms
substrate
scope
with
excellent
functional
group
tolerance
gram
scale
desired
product
90
%
yield.
recyclability
reusability
HFIP
enhanced
feasibility
this
towards
sustainable
TRAMs.
Chemical Communications,
Год журнала:
2022,
Номер
58(66), С. 9230 - 9233
Опубликована: Янв. 1, 2022
Electrochemical
radical
cyclization
of
acrylamides
with
Freon-type
methanes
as
functional
C1
synthons
provided
various
halogenated
oxindoles,
which
could
be
transformed
into
labeled
pyrroloindoline
alkaloids.
Organic Letters,
Год журнала:
2022,
Номер
24(30), С. 5568 - 5572
Опубликована: Июль 22, 2022
A
palladium-catalyzed
nondirected
fluorinated
olefination
was
developed.
The
oxalyl
amide
ligand
greatly
improved
the
yield
of
reaction.
wide
variety
isatin
derivatives
were
well
tolerated
and
yielded
corresponding
products
in
moderate
to
good
yields.
Various
olefins
also
compatible.
application
synthesis
bioactive
compounds
such
as
a
Metisazone
derivative
highlight
synthetic
value
this
approach.
Organic Letters,
Год журнала:
2023,
Номер
25(39), С. 7252 - 7257
Опубликована: Сен. 27, 2023
An
asymmetric
conjugate
addition
of
aldehydes
with
o-azaxylylene
intermediates
(indol-2-ones)
from
3-bromooxindoles
has
been
developed.
The
use
a
novel
spiro-pyrrolidine
(SPD)-derived
bifunctional
N-sulfonylated
amide
catalyst
is
essential
for
highly
diastereo-
and
enantioselective
transformation
to
provide
wide
array
enantioenriched
C3
quaternary
oxindoles
structurally
diverse
β-aldehyde
appendages.
Further
application
this
synthetic
methodology
enables
the
construction
tricyclic
cores
akuammiline-type
alkaloids.
