Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(15), С. 3746 - 3751
Опубликована: Янв. 1, 2023
Synthesis
of
2-amino
substituted
benzo-
and
naphtho-furans
via
[4
+
1]
cycloaddition
2-hydroxy-substituted
p
-QMs
various
alkyl/aryl
isocyanides
has
been
achieved
by
using
Sc(OTf)
3
as
the
catalyst.
Organic Letters,
Год журнала:
2022,
Номер
24(42), С. 7790 - 7795
Опубликована: Окт. 14, 2022
We
have
developed
an
efficient
protocol
for
the
construction
of
polycyclic
dihydrobenzofuran
spirooxindole
scaffolds
via
base
promoted
cascade
annulation
Morita-Baylis-Hillman
(MBH)
carbonates
isatins
with
ortho-hydroxychalcones
or
ortho-hydroxy-β-nitrostyrenes.
The
complex
compounds
were
conveniently
synthesized
in
satisfactory
yields
and
high
diastereoselectivity.
This
provides
a
swift
convenient
approach
assembly
diverse
highly
functionalized
spirooxindoles
also
features
broad
substrate
scope,
molecular
convergence,
excellent
atomic
economy.
Organic Chemistry Frontiers,
Год журнала:
2019,
Номер
6(22), С. 3799 - 3803
Опубликована: Янв. 1, 2019
A
practical
and
scalable
method
for
highly
stereoselective
construction
of
spiro-2,3-dihydrobenzofuransviacyclization
ofortho-quinone
methides
α-bromoketones
by
bifunctional
phosphonium
salt
catalysis
was
developed.
The Journal of Organic Chemistry,
Год журнала:
2020,
Номер
85(17), С. 11240 - 11249
Опубликована: Авг. 11, 2020
An
organocatalytic
domino
aza/oxa-Michael/1,6-addition
reaction
of
ortho-tosylaminophenyl
or
ortho-hydroxyphenyl-substituted
para-quinone
methides
and
ynals
has
been
developed.
In
the
presence
20
mol
%
morpholine,
this
unprecedented
cascade
occurs
readily
in
good
yield
(up
to
99%),
providing
a
highly
efficient
synthetic
approach
synthetically
valuable
1,4-dihydroquinolines
4H-chromenes.
Green Chemistry,
Год журнала:
2019,
Номер
21(3), С. 675 - 683
Опубликована: Янв. 1, 2019
A
new
and
environmentally
benign
protocol
aimed
at
the
generation
of
triarylated
(Z)-nitrones
in
generally
good
yield
has
been
developed
via
metal-
catalyst-free
H2O-mediated
1,3-dipolar
transfer
reaction
para-quinone
methides
(p-QMs)
with
diarylated
nitrones
under
aerobic
conditions.
Organic Letters,
Год журнала:
2019,
Номер
21(19), С. 8008 - 8012
Опубликована: Сен. 19, 2019
An
efficient
synthesis
of
functionalized
benzofurans
is
achieved
under
mild
and
metal-free
conditions
from
stable
para-quinone
methides
by
treatment
with
phosphine,
acyl
chloride,
a
base.
This
one-pot
phospha-1,6-addition/O-acylation/Wittig
reaction
also
demonstrated
catalytic
similar
efficacy.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(21), С. 15472 - 15489
Опубликована: Окт. 15, 2024
We
have
developed
a
convenient
synthetic
protocol
for
efficient
construction
of
significant
dihydrobenzofuran
and
benzofuran
scaffolds
by
Lewis
base-mediated
annulation
reaction
ortho-iminophenols
ortho-vinylphenols
with
MBH
carbonates
isatins
under
mild
metal-free
conditions.
The
selective
generation
different
kinds
derivatives
was
successfully
achieved
employing
substituted
isatin-derived
ortho-N-tosyliminophenols
ortho-vinylphenols.
features
included
broad
substrate
scopes,
excellent
functional
group
compatibility,
high
molecular
diversity,
atomic
economy.
European Journal of Organic Chemistry,
Год журнала:
2020,
Номер
2020(31), С. 4988 - 4994
Опубликована: Июнь 24, 2020
A
spirocyclopropanation
of
para
‐quinone
methides
with
3‐chlorooxindoles
that
proceeds
via
cascade
1,6‐conjugate
addition/dearomatization
reaction
has
been
established,
leading
to
a
novel
class
bis‐spiro
compounds
in
concise,
rapid,
and
practical
manner.
This
transformation
could
be
completed
high
yields
at
room
temperature
within
5
min.
The
resulting
cyclopropane
derivatives
are
great
interest
because
their
potential
biological
activity
further
potential.
European Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 17, 2025
Abstract
An
efficient
and
operational
[4+1]
annulation
strategy
toward
functional
dihydrobenzofurans
from
2‐bromomalonates
in
situ
generated
alkynyl
o
‐quinone
methides
(from
‐hydroxyphenyl
propargylamines)
has
been
developed.
Without
the
need
for
pre‐dried
solvent
inert
atmosphere
protection,
a
broad
range
of
substituted
propargylamines
are
well‐tolerated,
producing
expected
alkynyl/carboxylated
with
good
to
high
yields.
Furthermore,
gram‐scale
synthesis
valuable
alkenyl/carboxylated
construction
were
conducted
provide
great
potential
value
medicinal
chemistry
other
related
disciplines.