Photoactive Arylamine Appended β‐Naphthols via Friedel–Crafts Alkylation of Vinylidine Quinone Methides (VQMs)
Chemistry - An Asian Journal,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 16, 2025
Abstract
Substituted
naphthol
derivatives
have
received
significant
attention
due
to
their
wide
range
of
biological
and
pharmaceutical
activities,
further
extending
the
generation
with
photoactive
materials
promotes
optoelectronic
applications.
Nevertheless,
synthetic
methodology
such
hitherto
unknown.
In
this
study,
we
adopted
an
efficient
Friedel–Crafts
reaction
ortho
‐alkynylnaphthols
N,N
‐disubstituted
arylamines
generate
arylamine‐appended
β‐naphthol
derivatives.
This
transformation
features
broad
substrate
scope,
excellent
yields,
high
atom
economy
method
was
successfully
adapted
for
late‐stage
functionalization
biomolecules
drug
molecules
yields.
Further,
UV–vis
absorption
emission
studies
reveal
that
these
shown
visible
blue
a
quantum
efficiency
10%.
Lately,
photo‐irradiation
on
arylamine
leads
charged
state
facilitates
improvement
electronic
properties.
Consequently,
novel
paves
way
new
developments
in
area
small
molecule‐derived
optoelectronics.
Язык: Английский
Recent Advances in Catalytic Transformations of ortho-Alkynylnaphthols
Tetrahedron,
Год журнала:
2025,
Номер
unknown, С. 134726 - 134726
Опубликована: Май 1, 2025
Язык: Английский
Organocatalyzed Enantioselective Double Dearomatization of Tricyclic Phenols and Alkoxybenzenes
Organic Letters,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 6, 2024
To
advance
more
efficient
dearomatization
approaches,
we
present
herein
an
organocatalyzed
asymmetric
double
reaction
of
tricyclic
phenols
and
alkoxybenzenes
by
leveraging
a
novel
steric
hindrance-regulated
strategy
for
nonfunctionalized
phenols.
This
protocol
allows
the
synthesis
structurally
complex
polycyclic
diketones
with
four
tertiary
carbon
centers
under
mild
conditions
while
also
showcasing
potential
multiple
dearomatizations
building
intricate
molecular
frameworks
from
simple
starting
materials.
Язык: Английский
Electrochemical domino sulfonylation/dearomative ipso‐annulation of 2‐alkynyl biaryls to access spiro(indenyl)cyclohexadienones
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 2, 2024
Abstract
Herein,
we
present
an
efficient
strategy
for
the
synthesis
of
spiro(indenyl)cyclohexadienones
through
radical‐promoted
reaction
2‐alkynyl
biaryls
with
sodium
sulfinates
under
electrochemical
conditions.
The
involves
sulfonylation
and
dearomative
ipso‐
cyclisation
in
a
domino
fashion.
This
approach
features
use
readily
accessible
precursors,
wide
functional
group
tolerance
external
oxidant‐free
practicality
method
was
also
illustrated
by
scale‐up
further
diversification
product.
Язык: Английский
Dearomative electrophilic spirocyclization via the intramolecular Ritter reaction: Diastereoselective access to hydrogenated spiroindolenines
Tetrahedron Letters,
Год журнала:
2024,
Номер
155, С. 155423 - 155423
Опубликована: Дек. 9, 2024
Язык: Английский
Chiral Brønsted Acid‐Catalyzed Asymmetric Reaction via Vinylidene Ortho‐Quinone Methides
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(49)
Опубликована: Июнь 26, 2024
Vinylidene
ortho-quinone
methides
(VQMs)
have
been
proven
to
be
versatile
and
crucial
intermediates
in
the
catalytic
asymmetric
reaction
last
decade,
thus
drawn
considerable
concentrations
on
account
of
practical
application
construction
enantiomerically
pure
functional
organic
molecules.
However,
comparison
well
established
chiral
Brønsted
base-catalyzed
via
VQMs,
acid-catalyzed
is
rarely
studied
there
no
systematic
summary
date.
In
this
review,
we
summarize
recent
advances
VQMs
according
three
types
reactions:
a)
intermolecular
nucleophilic
addition
VQMs;
b)
cycloaddition
c)
intramolecular
cyclization
VQMs.
Finally,
put
forward
remained
challenges
opportunities
for
potential
breakthroughs
area.
Язык: Английский