The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(17), С. 12263 - 12276
Опубликована: Авг. 15, 2024
A
fast,
scalable,
transition
metal-free,
electrochemical
sp2
geminal
functionalization
of
carbonyls
enabled
by
anodic
oxidation
non-prefunctionalized
chromone-fused
indolizines
to
access
the
triarylmethanes
(TRAMs)
is
disclosed
for
first
time.
This
momentary
approach
features
use
readily
available
carbonyls,
implantation
C(sp3)
center
(well-known
dramatically
improving
biological
active
potency),
a
broad
substrate
scope,
and
excellent
yields
TRAMs
with
fluorescence
properties.
RSC Advances,
Год журнала:
2023,
Номер
13(27), С. 18964 - 18973
Опубликована: Янв. 1, 2023
We
present
herein
an
enantioselective
protocol
for
the
chiral
phosphoric
acid-catalyzed
addition
of
3-arylisoxazol-5-amines
to
highly
reactive
3-methide-3H-pyrroles
provide
a
diverse
range
heterotriarylmethanes
bearing
amino
acid
moiety
in
good
yields
(up
97%)
and
high
enantioselectivities
93%
ee)
under
mild
conditions.
The
spirocyclic
is
crucial
converting
initial
1H-pyrrol-3-yl
carbinols
into
obtaining
enantiocontrol,
thereby
facilitating
desired
transformation.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(22), С. 3981 - 3986
Опубликована: Окт. 13, 2023
Abstract
1‐Siloxy‐4‐(benzyloxy)methyl‐1,4‐epoxy‐1,4‐dihydronaphthalenes,
generated
from
benzynes
and
furans,
underwent
automatic
site‐selective
ring
opening
because
of
the
synergetic
effect
steric
strain
1,4‐epoxy
moiety
electron‐donating
ability
siloxy
group
on
acetal
structure
to
afford
precursors
ortho
‐naphthoquinone
methides
(
o
‐NQMs).
Subsequent
Lewis
acid‐facilitated
‐NQM
formation
annulation
with
olefins
afforded
multi‐fused
heterocycles.
Notably,
consecutive
hexacyclic
skeleton
rubioncolin
B
was
constructed
via
solvent‐dependent
regioselective
naphthofuran
derivatives.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(17), С. 12263 - 12276
Опубликована: Авг. 15, 2024
A
fast,
scalable,
transition
metal-free,
electrochemical
sp2
geminal
functionalization
of
carbonyls
enabled
by
anodic
oxidation
non-prefunctionalized
chromone-fused
indolizines
to
access
the
triarylmethanes
(TRAMs)
is
disclosed
for
first
time.
This
momentary
approach
features
use
readily
available
carbonyls,
implantation
C(sp3)
center
(well-known
dramatically
improving
biological
active
potency),
a
broad
substrate
scope,
and
excellent
yields
TRAMs
with
fluorescence
properties.
