Radical‐Polar Crossover Bicyclization Enables a Modular Synthesis of Saturated Bicyclic Amines
Advanced Science,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 25, 2025
Abstract
The
rapid
assembly
of
diverse
cyclic
amines
from
simple
precursors
is
now
considered
as
an
ideal
platform
with
respect
to
efficiency
and
sustainability.
To
date,
numerous
synthetic
methods
have
been
successfully
developed
however,
most
them
are
limited
a
narrow
subset
amines,
variations
in
ring
size
often
requiring
different
substrates
distinct
strategies.
Furthermore,
the
“escape‐from‐Flatland”
concept
has
led
chemists
focus
on
synthesis
C(sp
3
)‐rich
small
molecules
for
potential
drug
candidates.
Herein,
successful
realization
radical‐polar
crossover
bicyclization
reaction
reported
easily
available
cyclopropylamines
substituted
alkenes
through
photoredox
catalysis.
This
approach
introduces
innovative
methodology
de
novo
collection
4/5‐,
5/5‐,
6/5‐,7/5‐,
5/6‐fused
saturated
bicyclic
systematic
modular
manner
excellent
diastereoselectivity.
work
highlights
utility
photoinduced
radical–polar
bicyclization,
applicability
which
showcased
by
functional
group
tolerance,
wide
substrate
scopes,
derivatization
reactions.
Язык: Английский
Visible-light-induced C–S bond formation of pyrazolin-5-ones with thioureas to pyrazol-4-yl carbamimidothioates
Molecular Catalysis,
Год журнала:
2025,
Номер
580, С. 115086 - 115086
Опубликована: Апрель 8, 2025
Язык: Английский
Pd-Catalyzed Regio- and Stereoselective Synthesis of Tertiary Enamides via a Three-Component Coupling of 2-Arylaziridines with Diazo Esters and Cyclic Ethers
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 12, 2025
A
palladium-catalyzed
three-component
coupling
of
2-arylaziridines,
α-diazo
esters,
and
cyclic
ethers,
affording
tertiary
enamides
with
excellent
regio-
stereoselectivity,
is
reported.
This
regioselective
ring-opening
aziridines
different
from
the
classical
transition-metal/phosphine
catalyzed
ones.
broad
spectrum
substrates
tolerated
(up
to
33
examples).
An
ortho-aryl
substituent
on
naphthyl
ring
1,1'-bi-2-naphthol
(BINOL)-derived
phosphoramidite
ligand
critical
for
this
coupling,
additional
diphosphine
(DPEphos)
can
further
enhance
reactivity.
Mechanistic
studies
suggest
that
10-membered
9-membered
palladacycle
intermediates
may
be
formed
followed
by
twice
reversible
β-H
eliminations.
Язык: Английский
Photo-induced aerobic cross-coupling of quinoxalin-2(1H)-ones with electron-rich thiophenes
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
Herein,
an
efficient
aerobic
cross-coupling
of
quinoxazolines
with
electron-rich
thiophenes
was
presented.
It's
easy
and
effective
access
to
3-thiophenyl
quinoxalinones
without
external
photo-catalyst
or
transition-metal
catalyst.
Язык: Английский
Sodium Iodide-Promoted Construction of Fully Substituted 4-Sulfenyl-5-aminopyrazole Derivatives
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 21, 2025
Transition-metal-free
synthesis
of
diversely
substituted
4-sulfenyl-5-aminopyrazoles
was
developed
under
mild
conditions
through
NaI-mediated
three-component
reaction
β-ketonitriles,
disulfides,
and
hydrazines.
The
pyrazole
products
were
constructed
via
consecutive
cleavage
C-O
S-S
bonds
recombination
C-N
C-S
bonds.
methodology
features
broad
substrate
scope,
transition-metal-free
conditions,
easy
manipulation.
Язык: Английский
Photocatalytic Three-Component Assemblies of Enaminones, α-Diazo Esters, and Nitriles for the Synthesis of N,N-Diacylated Glycine Esters
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 21, 2025
A
facile
method
with
simple
starting
materials,
including
enaminones,
α-diazo
esters,
and
nitriles,
has
been
developed
for
the
direct
synthesis
of
N,N-diacyl
glycine
esters
via
visible
light
photocatalysis.
The
reaction
involves
a
novel
carbon-carbon
bond
cleavage
in
leading
to
products
high
tolerance
variability
substructures
among
all
three
components.
Язык: Английский