Photocatalytic Enantioselective Radical Cascade Multicomponent Minisci Reaction of β‐Carbolines Using Diazo Compounds as Radical Precursors
Advanced Science,
Год журнала:
2024,
Номер
11(25)
Опубликована: Апрель 19, 2024
Abstract
Here,
a
photocatalytic
asymmetric
multicomponent
cascade
Minisci
reaction
of
β‐carbolines
with
enamides
and
diazo
compounds
is
reported,
enabling
an
effective
enantioselective
radical
C─H
functionalization
high
yields
enantioselectivity
(up
to
83%
yield
95%
ee).
This
protocol
exhibits
step
economy,
chemo‐/enantio‐selective
control,
good
functional
group
tolerance,
allowing
access
variety
valuable
chiral
β‐carbolines.
Notably,
are
suitable
precursors
in
reactions.
Moreover,
the
efficiency
practicality
this
approach
demonstrated
by
synthesis
bioactive
natural
products.
Язык: Английский
Photocatalytic Synthesis of Isoquinolinediones via the Cascade Reaction of N-Alkyl-N-methylacrylamides with Diazo Compounds
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 25, 2025
Carbon
radicals
generated
from
acceptor
diazo
compounds
prefer
to
add
electron-rich
olefins
and
heteroarenes
due
their
containing
electron-withdrawing
groups.
Herein,
a
cascade
reaction
of
with
electron-deficient
is
developed.
In
the
presence
visible
light
Ru
catalyst,
generate
carbon
via
proton-coupled
electron
transfer
process,
followed
by
addition
various
N-alkyl-N-methylacrylamides
subsequent
cyclization
give
series
acyl-substituted
isoquinolinediones.
Язык: Английский
EDA Complex-Mediated Aerobic Three-Component CDC Reactions of Quinoxalinones under Visible-Light Irradiation
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Июнь 2, 2025
A
visible-light-induced
Minisci-type
three-component
aerobic
cross-dehydrogenative
coupling
(CDC)
reaction
of
quinoxalinones
with
styrenes
and
acetophenones
is
described.
The
catalytic
electron
donor-acceptor
(EDA)
complexation
TMSCl
found
to
be
the
key
for
oxygen
activation,
which
initiates
oxidative
radical
formation
under
photocatalyst-free
conditions.
This
protocol
provides
facile
efficient
access
structurally
valuable
highly
functionalized
generally
high
chemoselectivity
moderate
good
yields.
Язык: Английский
RadicalRetro: A Deep Learning-Based Retrosynthesis Model for Radical Reactions
Processes,
Год журнала:
2025,
Номер
13(6), С. 1792 - 1792
Опубликована: Июнь 5, 2025
With
the
rapid
development
of
radical
initiation
technologies
such
as
photocatalysis
and
electrocatalysis,
reactions
have
become
an
increasingly
attractive
approach
for
constructing
target
molecules.
However,
designing
efficient
synthetic
routes
using
remains
a
significant
challenge
due
to
inherent
complexity
instability
intermediates.
While
computer-aided
synthesis
planning
(CASP)
has
advanced
retrosynthetic
analysis
polar
reactions,
been
largely
overlooked
in
AI-driven
approaches.
In
this
study,
we
introduce
RadicalRetro,
first
deep
learning-based
retrosynthesis
model
specifically
tailored
reactions.
Our
work
is
distinguished
by
three
key
contributions:
(1)
RadicalDB:
A
novel,
manually
curated
database
21.6
K
focusing
on
high-impact
literature
mechanistic
clarity,
addressing
critical
gap
dedicated
reaction
datasets.
(2)
Model
Innovation:
By
pretraining
Chemformer
ZINC-15
USPTO
datasets
followed
fine-tuning
with
RadicalDB,
RadicalRetro
achieves
Top-1
accuracy
69.3%
retrosynthesis,
surpassing
state-of-the-art
models
LocalRetro
Mol-Transformer
23.0%
25.4%,
respectively.
(3)
Interpretability
Practical
Utility:
Attention
weight
case
studies
demonstrate
that
effectively
captures
patterns
(e.g.,
cascade
cyclizations
photocatalytic
steps)
proposes
synthetically
viable
routes,
streamlined
pathways
Tamoxifen
precursors
glycoside
derivatives.
RadicalRetro’s
performance
highlights
its
potential
transform
radical-based
planning,
offering
chemists
robust
tool
leverage
unique
advantages
chemistry
drug
synthesis.
Язык: Английский
Iron-Catalyzed C–H Arylphosphorylation of Quinoxalines
Maoyi Dai,
Meilan Xu,
Xiaoting Gu
и другие.
Organic Letters,
Год журнала:
2024,
Номер
26(36), С. 7672 - 7677
Опубликована: Сен. 4, 2024
A
one-pot
strategy
for
iron-catalyzed
C2,3-H
arylphosphorylation
of
electron-deficient
quinoxalines
with
phosphines
and
aryl
compounds
is
reported.
The
proposed
method
features
the
use
non-noble
metal
catalysts,
capacity
utilizing
multiple
as
substrates,
simultaneous
formation
C-P
C-C
bonds
in
one
pot,
simplicity
its
operation,
mildness
reaction
conditions,
compatibility
a
wide
range
substrates.
Moreover,
it
offers
practical
route
direct
access
to
2-aryl-3-phosphino
Язык: Английский