Molecules,
Год журнала:
2024,
Номер
29(3), С. 697 - 697
Опубликована: Фев. 2, 2024
A
novel,
efficient
and
environmentally
friendly
solvent-free
catalyst-free
approach
for
the
synthesis
of
structurally
diverse
gem-difluorinated
polyfluoroarylated
derivatives
with
readily
available
nucleophilic
electrophilic
fluorine-containing
reaction
partners,
difluoroenoxysilane
pentafluorobenzaldehyde,
is
described.
This
neat
protocol
induced
by
direct
hydrogen-bond
interactions
between
fluorinated
non-fluorinated
reactants
without
use
heavy
metal
catalysts
or
volatile
organic
solvents
no
need
column
chromatographic
separation
most
cases.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(6), С. 3871 - 3882
Опубликована: Март 2, 2023
A
palladium-catalyzed
highly
regioselective
C–H
allylation/annulation
reaction
of
N-sulfonyl
amides
with
secondary
or
tertiary
allylic
alcohols
has
been
developed
to
construct
3,4-dihydroisoquinolones
bearing
a
synthetically
valuable
vinyl
substituent.
This
cascade
cyclization
approach
involving
allylation
not
reported
previously.
The
commercially
available
alcohol
substrates,
the
only
by-product
water,
and
used
terminal
oxidant
O2
provide
environmentally
benign
advantages.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
21(5), С. 1033 - 1037
Опубликована: Дек. 29, 2022
A
highly
efficient
metal-free
selective
1,4-addition
reaction
of
difluoroenoxysilanes
to
chromones
was
developed
using
the
low-cost
and
readily
available
HOTf
as
catalyst,
which
is
a
facile
straightforward
method
access
valuable
C2-difluoroalkylated
chroman-4-one
derivatives.
Interestingly,
products
could
be
converted
difluorinated
bioisostere
natural
product
(S)-2,6-dimethylchroman-4-one
benzo-seven-membered
heterocycle
via
Schmidt
rearrangement
reaction.
In
addition,
in
vitro
anti-proliferative
activities
these
synthesized
derivatives
against
human
colon
carcinoma
cells
(HCT116)
revealed
that
compound
3g
exhibited
potent
inhibitory
effect
on
HCT116
cancer
with
an
IC50
value
6.37
μM,
representing
novel
lead
for
further
structural
optimization
biological
evaluation.
Molecules,
Год журнала:
2024,
Номер
29(3), С. 697 - 697
Опубликована: Фев. 2, 2024
A
novel,
efficient
and
environmentally
friendly
solvent-free
catalyst-free
approach
for
the
synthesis
of
structurally
diverse
gem-difluorinated
polyfluoroarylated
derivatives
with
readily
available
nucleophilic
electrophilic
fluorine-containing
reaction
partners,
difluoroenoxysilane
pentafluorobenzaldehyde,
is
described.
This
neat
protocol
induced
by
direct
hydrogen-bond
interactions
between
fluorinated
non-fluorinated
reactants
without
use
heavy
metal
catalysts
or
volatile
organic
solvents
no
need
column
chromatographic
separation
most
cases.
