Chemical Communications,
Год журнала:
2023,
Номер
59(31), С. 4652 - 4655
Опубликована: Янв. 1, 2023
Herein,
previously
unreported
Fischer's
base
reactants
serving
as
useful
2C
building
blocks
in
(3+2)
cycloaddition
reactions
to
build
a
library
of
bispiro[Fischer's
base-oxindole]
hybrids
are
described.
These
structurally
intriguing
products
containing
three
adjacent
quaternary
stereocentres
were
smoothly
afforded
up
82%
yield
and
>20
:
1
dr
under
catalyst-free
conditions.
Notably,
the
present
protocol
firstly
employs
3-isothiocyanato
oxindole
an
acceptor
then
donor
formal
cycloadditions,
allowing
practical,
straightforward
access
diverse
cycloadducts.
This
work
expands
applicability
scope
oxindoles,
which
have
been
limited
behaving
donor/acceptor-based
synthons
cycloadditions
previous
work.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(21), С. 5428 - 5434
Опубликована: Янв. 1, 2023
Herein,
the
first
example
of
umpolung
α-regioselective
1,3-dipolar
cycloaddition
optically
pure
perhydroindole-2-carboxylic
acid
1a
with
pyridinecarboxaldehydes
2
is
described.
Chemical Communications,
Год журнала:
2023,
Номер
60(8), С. 992 - 995
Опубликована: Дек. 21, 2023
Herein,
we
report
an
efficient
and
easily
operable
method
to
halohydroxylate
pyridiniums
through
interrupted
dearomative
reduction
strategy.
In
this
process,
make
the
most
of
halide
anion
from
pyridinium
salts
by
performing
reaction
in
DMSO
without
need
external
HX
added.
Notably,
changing
solvents
into
Et
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
88(1), С. 534 - 539
Опубликована: Дек. 19, 2022
We
report
an
efficient
alkyl
transfer
strategy
for
the
direct
β-alkylation
of
chalcones
using
commercially
available
bromides
as
reagents.
In
this
transformation,
ortho-phosphanyl
substituent
in
is
crucial
controlling
their
reactivity
and
selectivity.
It
also
serves
a
reliable
shuttle
to
transform
electrophilic
into
nucleophilic
species
form
quaternary
phosphonium
salts
group
effectively
β-position
chalcones.
This
can
be
further
extended
alkenylation
benzaldehydes
assemble
functionalized
polyenes.
Chemical Communications,
Год журнала:
2023,
Номер
59(31), С. 4652 - 4655
Опубликована: Янв. 1, 2023
Herein,
previously
unreported
Fischer's
base
reactants
serving
as
useful
2C
building
blocks
in
(3+2)
cycloaddition
reactions
to
build
a
library
of
bispiro[Fischer's
base-oxindole]
hybrids
are
described.
These
structurally
intriguing
products
containing
three
adjacent
quaternary
stereocentres
were
smoothly
afforded
up
82%
yield
and
>20
:
1
dr
under
catalyst-free
conditions.
Notably,
the
present
protocol
firstly
employs
3-isothiocyanato
oxindole
an
acceptor
then
donor
formal
cycloadditions,
allowing
practical,
straightforward
access
diverse
cycloadducts.
This
work
expands
applicability
scope
oxindoles,
which
have
been
limited
behaving
donor/acceptor-based
synthons
cycloadditions
previous
work.
