Regioselective Hydro(deutero)silylation of 1,3-Enynes Enabled by Photoredox/Nickel Dual Catalysis
Organic Letters,
Год журнала:
2024,
Номер
26(2), С. 536 - 541
Опубликована: Янв. 5, 2024
In
the
presence
of
visible
light
irradiation,
organophoto/nickel
dual
catalysts,
and
mild
base
K2HPO4,
1,3-enynes
react
with
silanecarboxylic
acids
to
give
corresponding
α-silylallenes
high
selectivity.
this
uniquely
decarboxylative
hydrosilylation
1,3-enynes,
a
silyl
radical
process
is
involved
diverse
electron-rich
-poor
substrates
proceed
smoothly
in
moderate
excellent
yields.
This
transformation
particularly
synthetically
worthwhile
when
using
MeOD
as
solvent,
which
furnishes
new
access
α-silyldeuteroallenes.
Язык: Английский
Visible light catalyzed arylsilylation of alkenes to construct silicon-containing 1,1-diaryl moieties
Green Chemistry,
Год журнала:
2024,
Номер
26(8), С. 4785 - 4791
Опубликована: Янв. 1, 2024
We
have
developed
an
efficient
photocatalyzed
arylsilylation
of
alkenes,
utilizing
silylboranes
and
(hetero)aryl
nitriles
in
the
presence
base
photocatalyst.
Язык: Английский
Visible-light-induced decarboxylative annulation of silanecarboxylic acids with 2‑isocyanobiaryls to 6‑silyl-substituted phenanthridines
Molecular Catalysis,
Год журнала:
2024,
Номер
560, С. 114098 - 114098
Опубликована: Апрель 12, 2024
Язык: Английский
Photocatalyzed Deuterodichloromethylation of Olefins Using Silacarboxylic Acids as Halogen‐Atom Transfer Reagents
European Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 7, 2025
Abstract
A
visible‐light‐induced
deuterodichloromethylation
of
alkenes
was
developed
with
readily
available
and
inexpensive
deuterochloroform
as
the
reagent.
Silacarboxylic
acids,
which
could
generate
silyl
radicals
through
efficient
decarboxylation,
were
applied
halogen
atom
transfer
agents.
series
deuterium‐containing
gem
‐dichloroalkanes
prepared
in
good
yields.
Язык: Английский
Transition‐Metal‐Free Visible‐Light‐Induced Alkynylation of Silacarboxylic Acids
ChemistrySelect,
Год журнала:
2025,
Номер
10(15)
Опубликована: Апрель 1, 2025
Abstract
An
operationally
simple
and
mild
protocol
for
the
visible‐light‐induced
intermolecular
coupling
of
silacarboxylic
acids
with
sulfonyl
alkynes
to
form
alkynylsilanes
is
presented.
This
study
highlights
use
inexpensive
readily
available
4CzIPN
as
a
photocatalyst,
along
more
stable
silyl
radical
precursors,
enabling
synthesis
variety
in
good
excellent
yields,
notably
without
need
transition
metals.
The
transformation
offers
several
key
advantages,
including
broad
substrate
scope,
functional
group
tolerance,
compatibility
heterocyclic
substrates.
Furthermore,
both
scale‐up
reaction
late‐stage
functionalization
natural
products
have
been
successfully
achieved
under
conditions.
These
features
make
process
not
only
efficient
but
also
versatile
suitable
wide
range
applications
chemical
modification.
Язык: Английский
Synthesis of Silylmethyl gem-Difluoroalkenes via Room-Temperature Catalytic Defluorosilylation of Trifluoromethylalkenes
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Июнь 5, 2025
We
report
the
Cu-catalyzed
defluorosilylation
of
trifluoromethylalkenes
at
room
temperature,
efficiently
providing
a
diverse
range
silylmethyl-substituted
gem-difluoroalkenes
in
excellent
yields.
Through
careful
optimization
ligand
and
solvent
conditions,
reaction
proceeded
under
notably
mild
enabling
synthesis
37
distinct
compounds,
including
several
biologically
relevant
derivatives.
This
method
significantly
broadens
synthetic
access
to
silylmethyl-functionalized
gem-difluoroalkenes,
substantially
enhancing
their
utility
as
valuable
building
blocks
medicinal
agrochemical
chemistry.
Язык: Английский
Metal-free photocatalyzed allylic silylation of allyl acetates and chlorides
Xin-Long Yu,
Jia-Wei Hu,
Jian Cao
и другие.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(19), С. 4836 - 4842
Опубликована: Янв. 1, 2023
A
visible
light-induced
organophotocatalytic
strategy
for
synthesizing
functionalized
allylsilanes
through
radical
allylic
silylation
of
allyl
acetates
and
chlorides
is
reported.
Язык: Английский
Decarboxylative Allylation of Silanecarboxylic Acids Enabled by Organophotocatalysis
Organic Letters,
Год журнала:
2023,
Номер
25(40), С. 7406 - 7411
Опубликована: Окт. 2, 2023
Herein
we
present
a
visible-light-facilitated
transition-metal-free
allylic
silylation
reaction
under
mild
conditions.
This
protocol
is
enabled
by
an
inexpensive
organophotocatalyst
and
provides
efficient
concise
synthetic
routes
to
substituted
allylsilanes,
particularly
from
readily
available
allyl
sulfones
stable
silanecarboxylic
acids
as
silyl
radical
precursors.
Further
investigations
reveal
that
this
strategy
also
generally
compatible
with
vinyl
access
vinylsilanes.
The
silver
catalytic
system
opens
up
alternative
entry
realize
the
decarboxylative
allylation
of
acids.
Язык: Английский
Photocatalyzed dehalogenative deuteration with silacarboxylic acids as halogen-atom transfer agents
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(17), С. 4757 - 4761
Опубликована: Янв. 1, 2024
A
visible
light-induced
organophotocatalytic
strategy
for
dehalogenative
deuteration
of
a
wide
variety
primary,
secondary,
and
tertiary
alkyl
bromides
is
reported.
Язык: Английский
Photocatalytic and Electrochemical Borylation and Silylation Reactions
The Chemical Record,
Год журнала:
2023,
Номер
23(11)
Опубликована: Июнь 26, 2023
Abstract
Due
to
their
high
versatility
borylated
and
silylated
compounds
are
inevitable
synthons
for
organic
chemists.
To
escape
the
classical
hydroboration/hydrosilylation
paradigm,
chemists
turned
attention
more
modern
green
methods
such
as
photoredox
chemistry
electrosynthesis.
This
account
focuses
on
novel
generation
of
boryl
silyl
radicals
forge
C−B
C−Si
bonds
from
our
group.
Язык: Английский