Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Июль 24, 2024
Visible
light-driven
photocatalytic
deracemization
is
highly
esteemed
as
an
ideal
tool
for
organic
synthesis
due
to
its
exceptional
atom
economy
and
synthetic
efficiency.
Consequently,
successful
instances
of
allenes
have
been
established,
where
the
activated
energy
photosensitizer
should
surpass
that
substrates,
representing
intrinsic
requirement.
Accordingly,
this
method
not
applicable
axially
chiral
molecules
with
significantly
high
triplet
energies.
In
study,
we
present
a
photoredox
catalytic
approach
enables
efficient
valuable
yet
challenging-to-access
2-azaarene-functionalized
quinazolinones.
The
substrate
scope
extensive,
allowing
both
3-axis
unmet
1-axis
assembly
through
facile
oxidation
diverse
central
2,3-dihydroquinazolin-4(1H)-ones
can
be
easily
prepared
achieve
enantiomer
enrichment
via
deracemization.
Mechanistic
studies
reveal
importance
selection
in
attaining
excellent
chemoselectivity
highlight
indispensability
Brønsted
acid
enabling
enantioselective
protonation
accomplish
Chemical Communications,
Год журнала:
2022,
Номер
58(94), С. 13131 - 13134
Опубликована: Янв. 1, 2022
In
contrast
with
the
well-developed
C-C
and
C-N
axial
chirality,
research
focusing
on
catalytically
asymmetric
synthesis
of
N-N
axially
chiral
compounds
is
still
limited.
As
a
privileged
subunit
many
antibiotics,
3,3'-bisquinazolinones
has
not
been
updated
atroposelective
construction.
Herein,
we
firstly
report
phosphoric
acid-catalyzed
dual-ring
formation
strategy
leading
to
aforementioned
good
chemical
yields
enantioselectivities.
Notably,
metal-free
reaction
conditions
are
another
advantage
this
procedure.
Chinese Journal of Chemistry,
Год журнала:
2023,
Номер
41(21), С. 2788 - 2792
Опубликована: Июль 3, 2023
Comprehensive
Summary
Axially
chiral
N
‐arylindoles
bearing
a
stereogenic
C—N
axis
are
unique
important
scaffolds
in
natural
products,
advance
materials,
pharmaceuticals
and
privileged
ligands
or
catalysts.
Herein,
we
report
the
direct
synthesis
of
axially
through
Pd‐catalyzed
free
amine‐directed
atroposelective
C—H
olefination
enabled
by
spiro
phosphoric
acid
(SPA)
ligand.
A
wide
range
enantioenriched
‐aromatic
amine
indoles
were
obtained
high
yields
with
good
enantioselectivities
(35
examples,
up
to
91%
yield
96%
ee).
The
products
group
offer
an
effective
functional
handle
for
down‐stream
diversity‐oriented
synthesis.
Acta Chimica Sinica,
Год журнала:
2023,
Номер
81(7), С. 793 - 793
Опубликована: Янв. 1, 2023
o-Hydroxyphenyl
substituted
p-quinone
methides
(p-QMs)
belong
to
a
class
of
p-QMs
with
unique
advantages.They
not
only
maintain
the
high
reactivity
p-QMs,
but
also
have
more
reactive
and
activation
sites
owing
introduction
hydroxyl
group.Therefore,
o-hydroxyphenyl
wide
applications
in
synthetic
medicinal
chemistry.The
catalytic
asymmetric
1,6-conjugate
addition
[4＋n]
cycloaddition
developed
very
rapidly
recent
years,
which
become
efficient
strategies
for
synthesis
chiral
oxygen-containing
heterocycles
arylmethanes
potential
bioactivity.This
review
summarizes
reactions
involving
points
out
remaining
challenges
this
research
area,
will
open
new
window
design
type
their
involved
reactions.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Июль 24, 2024
Visible
light-driven
photocatalytic
deracemization
is
highly
esteemed
as
an
ideal
tool
for
organic
synthesis
due
to
its
exceptional
atom
economy
and
synthetic
efficiency.
Consequently,
successful
instances
of
allenes
have
been
established,
where
the
activated
energy
photosensitizer
should
surpass
that
substrates,
representing
intrinsic
requirement.
Accordingly,
this
method
not
applicable
axially
chiral
molecules
with
significantly
high
triplet
energies.
In
study,
we
present
a
photoredox
catalytic
approach
enables
efficient
valuable
yet
challenging-to-access
2-azaarene-functionalized
quinazolinones.
The
substrate
scope
extensive,
allowing
both
3-axis
unmet
1-axis
assembly
through
facile
oxidation
diverse
central
2,3-dihydroquinazolin-4(1H)-ones
can
be
easily
prepared
achieve
enantiomer
enrichment
via
deracemization.
Mechanistic
studies
reveal
importance
selection
in
attaining
excellent
chemoselectivity
highlight
indispensability
Brønsted
acid
enabling
enantioselective
protonation
accomplish
