Oxo-Sulfonylation of 1,7-Enynes via a Multicomponent Oxidative Radical Polar Crossover Approach
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 10, 2025
Diastereoselective
synthesis
of
trans-3,4-difunctionalized
tetrahydroquinoline
and
chromane
derivatives
via
the
oxo-sulfonylation
1,7-enynes
is
demonstrated.
The
reaction
involves
a
three-component
oxidative
radical
polar
crossover
(ORPC)
approach
wherein
vinyl
carbocation
intermediate
undergoes
nucleophilic
substitution
to
afford
corresponding
keto
functional
group.
Deprotection
N-Ts
group,
gram-scale
synthesis,
other
synthetic
applications
were
illustrated.
Control
experiments
mechanistic
studies
show
that
water
acts
as
nucleophile
in
this
reaction.
Language: Английский
Recent Advances in the Cascade Cyclization Reactions of 1,7‐Enynes
Xue‐Song Zhang,
No information about this author
Yaping Han,
No information about this author
Yong‐Min Liang
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et al.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
366(3), P. 324 - 356
Published: Dec. 14, 2023
Abstract
Elaborated
molecular
architectures,
especially
carbocyclic,
heterocyclic,
endocyclic,
and
polycyclic
structures,
serve
as
an
important
class
of
organic
complexes
because
they
are
frequently
occurring
core
structural
units
in
a
variety
biologically
pharmacologically
relevant
natural
products,
drug
molecules,
agrochemicals,
functional
materials.
A
main
challenge
current
synthetic
approaches
is
the
development
strategically
efficient
selective
formation
these
compounds
from
easy‐to‐handle
starting
The
cascade
cyclizations
1,7‐enynes
have
afforded
indispensable
method
for
accessing
complexity
diversity,
thus
highlighting
their
potential
significance
both
academic
industrial
communities.
In
last
decades,
tremendous
efforts
been
devoted
to
discovering
convenient
routes
access
sophisticated
annulation
derivatives,
wide
range
powerful
straightforward
strategies
reported.
this
review,
latest
achievements
cyclization
reactions
summarized,
which
could
be
separated
into
three
categories:
(1)
Visible‐light‐induced
1,7‐enynes;
(2)
Metal‐free
catalyzed
(3)
Transition‐metal‐catalyzed
1,7‐enynes.
Language: Английский
Demethylenative cyclization of 1,7-enynes using α-amino radicals as a traceless initiator enabled by Cu(i)-photosensitizers
Qinfang Jiang,
No information about this author
Hanyang Bao,
No information about this author
Yun Peng
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et al.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(50), P. 6399 - 6402
Published: Jan. 1, 2024
A
rare
type
of
demethylenative
intramolecular
cyclization
1,7-enynes
to
access
quinoline-2-(1
Language: Английский
Advances in catalysis using Xantphos-like ligands; simplicity goes a long way
Coordination Chemistry Reviews,
Journal Year:
2025,
Volume and Issue:
537, P. 216636 - 216636
Published: April 11, 2025
Language: Английский
Diastereoselective Access to Ester-Substituted cis-Phenanthridinones via Hydrogen Atom Transfer-Involved 1,7-Enyne Bicyclization
Chuan Liu,
No information about this author
Zonglang Wu,
No information about this author
Guangpeng Yan
No information about this author
et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(22), P. 16632 - 16644
Published: Oct. 30, 2024
An
organophotoredox-catalyzed
1,7-enyne
bicyclization
for
the
cis-diastereoselective
synthesis
of
ester-substituted
phenanthridinones
has
been
achieved
through
radical
cascade
cyclization
involving
1,6-hydrogen
atom
transfer.
This
transition-metal-
and
oxidant-free
one-pot
protocol
generates
three
distinct
C-C
bonds
two
quaternary
carbon
centers.
Language: Английский