The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(11), С. 7392 - 7404
Опубликована: Май 20, 2022
In
this
paper,
an
efficient
synthesis
of
N-arylindoles
through
the
cascade
reaction
2-alkenylanilines
with
diazonaphthalen-2(1H)-ones
is
presented.
Mechanistically,
involves
generation
a
Ru-carbene
complex
from
diazonaphthalen-2(1H)-one,
followed
by
carbene
N-H
bond
insertion
2-alkenylaniline,
intramolecular
cyclization,
and
oxidative
aromatization.
reaction,
Ru(II)
acts
as
multifunctional
catalyst
to
promote
not
only
formation
but
also
cyclization
dehydrogenative
Meanwhile,
air
green
cost-effective
oxidant.
To
our
knowledge,
first
example
in
which
were
synthesized
simultaneous
introduction
N-aryl
unit
construction
indole
scaffold.
Notable
advantages
method
include
readily
accessible
halide-free
substrates,
additive-free
conditions,
good
efficiency,
excellent
atom
economy,
compatibility
diverse
functional
groups.
addition,
utility
product
thus
obtained
was
showcased
its
structural
transformations.
The Journal of Organic Chemistry,
Год журнала:
2019,
Номер
84(10), С. 6207 - 6216
Опубликована: Апрель 19, 2019
A
high-valent
Ir(III)-catalyzed
C-H
bond
functionalization
is
carried
out
for
the
first
time
on
water
synthesis
of
a
biologically
relevant
chromone
moiety.
The
activation
and
annulation
salicylaldehydes
with
diazo-compounds
provided
desired
chromones.
C3-substitution-free
chromones
has
also
been
demonstrated
by
one-pot
decarboxylation
employing
tert-butyl
diazoester.
C3
C5
activations
product
are
under
different
conditions
further
diversification.
Green Chemistry,
Год журнала:
2019,
Номер
21(18), С. 5113 - 5117
Опубликована: Янв. 1, 2019
A
one-pot
simultaneous
synthesis
of
2,2,2-trifluoroethylphenanthridines
and
benzochromenones
featuring
the
utilization
byproduct
Togni's
reagent
is
presented.
Organic Letters,
Год журнала:
2019,
Номер
21(11), С. 4082 - 4086
Опубликована: Май 23, 2019
Rh(III)-catalyzed
site-selective
oxidative
spirocyclization
reactions
of
isoquinolones
with
α-diazo-1,3-indandiones
leading
to
three
kinds
spiro
compounds
by
employing
different
structural
features
or
tuning
the
reaction
parameters
are
presented.
In
addition,
a
plausible
catalytic
cycle
is
proposed
on
basis
control
experimental
results
and
density
functional
theory
calculations.
Finally,
diverse
transformations
products
into
other
complex
skeletons
demonstrate
synthetic
utility
this
protocol.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(11), С. 7392 - 7404
Опубликована: Май 20, 2022
In
this
paper,
an
efficient
synthesis
of
N-arylindoles
through
the
cascade
reaction
2-alkenylanilines
with
diazonaphthalen-2(1H)-ones
is
presented.
Mechanistically,
involves
generation
a
Ru-carbene
complex
from
diazonaphthalen-2(1H)-one,
followed
by
carbene
N-H
bond
insertion
2-alkenylaniline,
intramolecular
cyclization,
and
oxidative
aromatization.
reaction,
Ru(II)
acts
as
multifunctional
catalyst
to
promote
not
only
formation
but
also
cyclization
dehydrogenative
Meanwhile,
air
green
cost-effective
oxidant.
To
our
knowledge,
first
example
in
which
were
synthesized
simultaneous
introduction
N-aryl
unit
construction
indole
scaffold.
Notable
advantages
method
include
readily
accessible
halide-free
substrates,
additive-free
conditions,
good
efficiency,
excellent
atom
economy,
compatibility
diverse
functional
groups.
addition,
utility
product
thus
obtained
was
showcased
its
structural
transformations.
