α-Bromoacetate as a Mild and Safe Brominating Agent in the Light-Driven Vicinal Dibromination of Unactivated Alkenes and Alkynes
Organic Letters,
Год журнала:
2024,
Номер
26(26), С. 5478 - 5481
Опубликована: Июнь 25, 2024
Light-induced
vicinal
dibromination
of
unactivated
alkenes
and
alkynes
has
been
demonstrated
by
using
methyl
α-bromoacetate
as
a
mild
brominating
agent.
A
near-visible
light
(370
nm)
light-emitting
diode
(LED)
mediates
this
simple
reaction
under
conditions
with
the
inexpensive
nontoxic
α-bromoacetate.
The
proceeds
well
both
terminal
internal
those
contained
in
N/O-heterocycles,
indicating
its
versatility
synthesizing
dibrominated
organic
compounds.
Язык: Английский
Alkylcyanation of unactivated alkenes via photoinduced hydrogen atom transfer and 1,4-cyano migration
Tetrahedron Letters,
Год журнала:
2025,
Номер
159, С. 155516 - 155516
Опубликована: Фев. 27, 2025
Язык: Английский
Synthesis and Nucleophilic Ring-Opening of 1,1-Dicyanocyclopropanes: Accessing β-Aminocarbonyl Derivatives from Olefins
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 27, 2025
We
report
an
atom-transfer
radical
addition-ring
closure
sequence
for
the
preparation
of
1,1-dicyanocyclopropane
electrophiles
and
demonstrate
their
nucleophilic
ring-opening
with
alkyl
amines
under
mild
conditions.
The
resulting
aminomalononitrile
products
were
converted
to
complex
β-aminocarbonyl
derivatives
in
one
pot
aerobic
Язык: Английский
Enhanced Efficiency of Amide‐Substituted Quinuclidine‐Boranes as Hydridic Hydrogen Atom Transfer Catalysts for Photoinduced Hydroalkylation of Unactivated Olefins†
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Сен. 10, 2024
Comprehensive
Summary
An
amide‐substituted
quinuclidine‐borane
has
been
identified
as
a
more
efficient
hydridic
hydrogen
atom
transfer
(HAT)
catalyst
for
the
hydroalkylation
of
unactivated
olefins
under
visible‐light
irradiation.
1
H
NMR
titration
experiments
reveal
that
amide
moiety
forms
stronger
bonds
with
carbonyl
substrates,
thereby
improving
reaction
yields.
Furthermore,
it
was
found
yields
correlate
well
association
constant
between
and
substrate.
A
scale‐up
using
continuous‐flow
photoreactor
also
demonstrated.
Язык: Английский
Photocatalyst-free Light-Mediated Three-Component Alkoxy-, Hydroxy-, and Azidotrifluoromethylation of Alkenes
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(23), С. 6660 - 6665
Опубликована: Янв. 1, 2024
A
photocatalyst-free
method
enables
efficient
alkene
difunctionalization
in
CF
3
-rich
organic
environments
using
accessible
starting
materials.
This
protocol
is
applicable
for
the
synthesis
of
alkoxy,
hydroxy,
and
azido
derivatives.
Язык: Английский
Visible Light-Induced Three-Component Alkoxyalkylation of Alkenes with α-Halocarbonyls and Alcohols
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 11, 2024
A
visible-light-induced
three-component
alkoxyalkylation
of
alkenes
has
been
developed
under
the
photocatalysis
Язык: Английский