One-pot Nazarov cyclization/oxidative 1,2-carbon rearrangement/Ritter reaction to access 5-quaternary-4-amidocyclopent-2-enones and 2-quaternary-3-amidoindanones
Chemical Communications,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
one-pot
Nazarov
cyclization/oxidative
1,2-carbon
rearrangement/Ritter
reaction
has
been
explored
for
the
first
time,
facilitating
synthesis
of
unprecedented
2,3-disubstituted-5-quaternary-4-amidocyclopent-2-enone
and
2-quaternary-3-amidoindanones.
This
transformation
features
convenient
operation,
good
yields
(up
to
70%),
excellent
diastereoselectivity
20
:
1).
The
proposed
mechanism
is
supported
by
some
experimental
results.
Язык: Английский
Stereoselective Access to Spiro-isoindolinone Scaffolds via Catalytic Asymmetric aza-Piancatelli Rearrangement
Organic Letters,
Год журнала:
2024,
Номер
26(36), С. 7667 - 7671
Опубликована: Авг. 29, 2024
A
chiral
Brønsted
acid
catalyzed
asymmetric
aza-Piancatelli
rearrangement
of
3-furyl-3-hydroxyisoindolinones
with
anilines
has
been
developed,
enabling
the
divergent
construction
spiro-cyclopentenone-isoindolinones
in
high
yields
excellent
diastereo-
and
enantioselectivities
even
under
a
low
catalyst
loading
0.5
mol%.
Язык: Английский
Multicomponent Modular Synthesis of Chiral Bicyclic Bridged Compounds via an Alkenylfuran-Based Acylation/Rearrangement/Cyclization Sequence
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 26, 2025
The
catalytic
asymmetric
multicomponent
acylation/rearrangement/cyclization
of
alkenylfurans
with
acyl
oxime
esters/arylamines
or
esters/arylamines/hydroxylamine
has
been
developed.
This
method
employs
synergistic
photoredox/Brønsted
acid
catalysis,
enabling
the
efficient
and
versatile
synthesis
multifunctionalized
[3.2.1]
[4.2.1]
bicyclic
bridged
compounds
in
high
yields
excellent
diastereo-
enantioselectivities.
Язык: Английский
Calcium(II)‐Catalyzed Synthesis of Sulfoximinocyclopentenones
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 29, 2024
Abstract
A
series
of
4‐sulfoximinocyclopent‐2‐en‐1‐ones
was
prepared
in
35
to
99%
yield
through
a
calcium(II)‐catalyzed
aza‐Piancatelli
reaction,
including
enantioenriched
form.
Depending
on
their
substitution
pattern,
diverse
diastereoselective
chemical
transformations
can
be
applied
these
scaffolds,
allowing
access
cyclopentane
derivatives.
This
study
opens
synthetic
routes
cyclopentane‐based
scaffolds
and
also
paves
the
way
for
exploration
associated
space
drug
discovery.
Язык: Английский