Radical Rearrangement Reaction of Propargyl Ethers to α,β-Unsaturated Aldehydes via Photoredox and Ni Catalysis
Qin Jiang,
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Bi-Yin Xiao,
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Wei Huang
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et al.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 6, 2025
Aryl
migration,
especially
1,4-aryl
is
one
of
the
most
important
reactions
in
radical
rearrangement.
Over
past
decades,
migration
by
addition
a
to
alkynes
has
become
simple
and
efficient
method
difunctionalization
alkynes.
Radical-based
aryl
alkynoates
been
well-explored;
however,
propynyl
ethers
rarely
studied.
Herein,
we
first
described
propargyl
ether
valuable
α,β-unsaturated
aldehydes
via
photoredox
Ni
catalysis.
This
features
redox-neutral
conditions,
readily
available
starting
materials,
broad
substrate
scope,
good
functional
group
compatibility,
diverse
transformations.
Mechanistic
studies
suggest
that
this
reaction
proceeds
through
radical-involved
pathway.
Language: Английский
Reactions of alkynes with C–S bond formation: recent developments
Yuemei Xu,
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Suhang Zhang,
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Dayun Huang
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et al.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(32), P. 6443 - 6484
Published: Jan. 1, 2024
Alkynes
are
important
in
organic
synthesis.
This
review
mainly
focuses
on
the
recent
advances
(2013–2023)
alkynes
with
C–S
bond
formation,
based
more
than
30
kinds
of
sulfur
reagents.
Language: Английский
Visible-Light-Driven Synthesis of Alkenyl Thiocyanates: Novel Building Blocks for Diverse Sulfur-Containing Molecular Assembly
Chemical Science,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
A
new
photochemical
method
to
prepare
alkenyl
thioethers
under
both
batch
and
continuous
flow
conditions
is
presented.
These
versatile
building
blocks
enable
the
synthesis
of
various
organosulfur
compounds,
highlighting
utility
this
procedure.
Language: Английский
A Continuous Flow Protocol for the Synthesis of Alkenyl Thioethers Based on the Photochemical Activation of Halogen-Bonding Complexes
Synlett,
Journal Year:
2024,
Volume and Issue:
unknown
Published: June 15, 2024
Abstract
We
report
a
useful
flow
protocol
for
the
preparation
of
alkenyl
thioethers
from
bromides
and
thiols
in
basic
media
with
visible-light
irradiation.
The
reactions
exhibit
wide
functional-group
tolerance,
proceed
under
mild
conditions,
are
stereoselective,
do
not
require
use
catalysts.
transformations
can
be
successfully
scaled
up
to
5
mmol
scale
without
compromising
yield.
key
success
these
is
photochemical
excitation
halogen-bonding
complexes
form
sulfur-centered
radicals,
recently
developed
our
laboratories.
Language: Английский
Radical Cascade Reaction of Heterocyclic Ketene Aminals with Thiocyanates Promoted by Visible Light: Synthesis of Functionalized Fused 2-Iminothiazolines
Shu Shu Yang,
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Tingting Guo,
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Jianbo Ma
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(18), P. 13678 - 13690
Published: Sept. 6, 2024
Herein,
a
visible-light-promoted
radical
cascade
cyclization
of
heterocyclic
ketene
aminals
(HKAs)
and
thiocyanates
was
developed
to
access
functionalized
fused
2-iminothiazolines.
This
novel
reaction
can
be
realized
under
only
visible-light
irradiation
without
the
help
external
photocatalysts,
oxidants,
additives.
These
multicomponent
reactions
demonstrate
excellent
selectivity
for
Language: Английский