Stereoselective Synthesis of Polysubstituted Conjugated Dienes Enabled by Photo‐Driven Sequential Sigmatropic Rearrangement
Xin Ji,
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Chaoren Shen,
No information about this author
Yuhao Ni
No information about this author
et al.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(24)
Published: April 8, 2024
We
here
reported
a
highly
stereoselective
method
for
the
synthesis
of
polysubstituted
conjugated
dienes
from
α-aryl
α-diazo
alkynyl
ketones
and
pyrazole-substituted
unsymmetric
aminals
under
mild
conditions,
which
was
promoted
by
photo-irridation
involved
with
1,6-dipolar
intermediate
quadruple
sigmatropic
rearrangements,
successfully
developed.
In
this
transformation,
cleavage
four
bonds
recombination
five
were
implemented
in
one
operational
step.
This
protocol
provided
modular
tool
constructing
amines,
pyrazoles
α-alkynyl-α-diazoketones
one-pot
manner.
The
results
mechanistic
investigation
indicated
that
plausible
reaction
path
underwent
1,6-sigmatropic
rearrangement
instead
1,5-sigmatropic
rearrangement.
Language: Английский
Carbene-catalyzed enantioselective seleno-Michael addition as access to antimicrobial active Se-containing heterocycles
Hongyan Long,
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Sha Zhao,
No information about this author
Chunyan Jian
No information about this author
et al.
Science China Chemistry,
Journal Year:
2024,
Volume and Issue:
67(7), P. 2199 - 2205
Published: May 28, 2024
Language: Английский
Stereoselective Synthesis of Polysubstituted Conjugated Dienes Enabled by Photo‐Driven Sequential Sigmatropic Rearrangement
Xin Ji,
No information about this author
Chaoren Shen,
No information about this author
Yuhao Ni
No information about this author
et al.
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(24)
Published: April 8, 2024
Abstract
We
here
reported
a
highly
stereoselective
method
for
the
synthesis
of
polysubstituted
conjugated
dienes
from
α‐aryl
α‐diazo
alkynyl
ketones
and
pyrazole‐substituted
unsymmetric
aminals
under
mild
conditions,
which
was
promoted
by
photo‐irridation
involved
with
1,6‐dipolar
intermediate
quadruple
sigmatropic
rearrangements,
successfully
developed.
In
this
transformation,
cleavage
four
bonds
recombination
five
were
implemented
in
one
operational
step.
This
protocol
provided
modular
tool
constructing
amines,
pyrazoles
α‐alkynyl‐α‐diazoketones
one‐pot
manner.
The
results
mechanistic
investigation
indicated
that
plausible
reaction
path
underwent
1,6‐sigmatropic
rearrangement
instead
1,5‐sigmatropic
rearrangement.
Language: Английский
Modular Synthesis of Tetrasubstituted Vinyl Sulfides via One-Pot Sequential Carbene Transfer Reaction from Thiols with α-Diazo Carbonyl Compounds
Juncai Ma,
No information about this author
Xun-Shen Liu,
No information about this author
Xinyu Huang
No information about this author
et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(15), P. 11003 - 11008
Published: July 17, 2024
We
present
a
one-pot
reaction
that
offers
an
efficient
approach
to
synthesizing
tetrasubstituted
vinyl
sulfides
with
high
stereoselectivity.
This
method
involves
the
sequential
Wolff
rearrangement,
ylide
formation,
and
[1,4]-aryl
transfer
by
utilizing
aryl
alkyl
thiols
α-diazo
carbonyl
compounds
as
substrates.
Notably,
this
features
commercially
available
materials,
straightforward
operation,
atom
economy,
broad
substrate
scope.
Moreover,
primary
photophysical
properties
(aggregation-induced
emission
effect)
of
products
were
also
investigated,
which
might
be
useful
in
functional
materials
via
structural
modification.
Language: Английский
Synthesis of 3-aminoquinolines from α-imino rhodium carbenes and 2-aminobenzaldehydes
Jiani Li,
No information about this author
Jing Feng,
No information about this author
Tao Chen
No information about this author
et al.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(29), P. 5935 - 5938
Published: Jan. 1, 2023
A
facile
and
efficient
synthetic
method
for
3-aminoquinolines
has
been
reported.
The
straightforward
process
starts
from
easily
available
triazoles
2-aminobenzaldehydes.
Low
catalyst
loading
good
functional
group
compatibility
are
the
other
two
merits
of
this
transformation.
Easy
decoration
3-aminoquinoline
motifs
enabled
convenient
synthesis
bioactive
molecules,
demonstrating
potential
protocol
in
organic
synthesis.
Language: Английский