Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(24), P. 4544 - 4549
Published: Nov. 22, 2023
Abstract
The
air
mediated
radical
alkylation
of
cyclic
aldimines
via
autoxidation
alkylboronic
acids
has
been
realized
under
mild
reaction
conditions.
By
simply
heating
with
acid
using
as
sole
oxidant,
this
protocol
provides
a
catalyst‐free
access
to
variety
alkylated
21–91%
yields.
Preliminary
mechanistic
studies
suggest
that
pathway
might
be
involved
in
the
reaction.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(14), P. 5539 - 5542
Published: Jan. 1, 2023
With
formaldehyde
as
an
atom-economical
carbonyl
synthon,
the
EtOH-catalyzed
electrochemical
multicomponent
synthesis
of
various
imidazolidine-fused
sulfamidates
under
organic
oxidant-free,
energy-saving
and
mild
conditions
was
developed.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
24(1), P. 299 - 303
Published: Dec. 16, 2021
A
sustainable
and
cost-effective
manner
for
the
photocatalytic
annulation
reaction
of
N-sulfonyl
ketimines
with
N-arylglycines
to
synthesize
imidazolidine-fused
sulfamidates
(31
examples)
by
employing
CsPbBr3
as
a
heterogeneous
photocatalyst
has
been
developed.
The
catalyst
can
be
simply
recovered
from
mixture
reused
at
least
five
times
without
an
obvious
reduction
in
its
reactivity,
exhibiting
high
economic
feature.
Chemical Communications,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
A
silver-catalyzed
cross
coupling
of
cyclic
aldimines
and
α-imino-oxy
acids
has
been
developed.
The
solvent-dependent
reaction
could
selectively
deliver
either
imine
moiety
retained
nitriles
or
ring-opened
oxonitriles
in
moderate
yields.
Chem,
Journal Year:
2022,
Volume and Issue:
9(1), P. 216 - 226
Published: Nov. 7, 2022
α-Chloro
alkylboronic
(α-CAB)
esters
are
a
class
of
stable
bifunctional
molecules
wherein
the
intrinsic
differences
carbon–chlorine
and
carbon–boron
bond
can
be
used
to
unlock
distinct
reactivity
through
carbon-electrophile,
carbon-nucleophile,
carbon-centered
radical
intermediates.
Despite
their
apparent
utility,
complex
variants
not
trivial
prepare
via
established
methods.
We
present
new
visible-light-mediated
dual
catalytic
process
for
multicomponent
coupling
diaryliodonium
salts,
alkenes,
simple
metal
chloride.
The
broad
scope
reaction
combined
with
capacity
synthetic
diversification
will
make
this
transformation
attractive
practitioners
medicinal
chemistry
in
academic
industrial
environments.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(24), P. 17249 - 17256
Published: Dec. 7, 2023
Photoinduced
decarbonylative
C-C
bond
formation
with
readily
accessible
aldehydes
as
alkyl
sources
is
described.
This
protocol
provides
a
sustainable
alternative
for
the
effective
construction
of
diverse
valuable
4-alkylated
sulfonyl
ketimines
under
metal-
and
photosensitizer-free
conditions.
Significantly,
in
this
reaction,
air
serves
green
oxidant,
cyclic
sulfamidate
imines
play
dual
role
substrate
photocatalyst,
thus
affording
concise
reaction
system
C-H
alkylation
imines.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
A
highly
efficient
asymmetric
[3+2]
and
[4+2]-annulation
of
cyclic
N
-sulfonyl
ketimines
with
γ-
or
δ-hydroxy-α,β-unsaturated
ketones
has
been
developed.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(17), P. 12432 - 12444
Published: Aug. 21, 2023
A
DMAP-catalyzed
sequential
benzannulation
and
lactonization
strategy
in
which
δ-acetoxy
allenoate
functions
as
a
5C-synthon
its
reaction
with
cyclic
sulfamidate
imines
is
reported.
This
platform
delivers
π-extended
coumarin
frameworks
under
metal-free
conditions
via
allylic
elimination
followed
by
Mannich
coupling,
proton
shifts,
C-N
bond
cleavage,
key
steps.
The
driving
force
for
this
domino
the
formation
of
diene-ammonium
intermediate
O-S
cleavage.
ESI-HRMS
has
been
useful
gaining
insights
into
pathway.
Chemical Science,
Journal Year:
2023,
Volume and Issue:
14(18), P. 4893 - 4900
Published: Jan. 1, 2023
An
enantio-
and
diastereoselective
Pd-catalysed
(3
+
2)
cycloaddition
of
bis(trifluoroethyl)
2-vinyl-cyclopropane-1,1-dicarboxylate
(VCP)
with
cyclic
sulfamidate
imine-derived
1-azadienes
(SDAs)
has
been
developed.
These
reactions
provide
highly
functionalized
spiroheterocycles
having
three
contiguous
stereocentres,
including
a
tetrasubstituted
carbon
bearing
an
oxygen
functionality.
The
two
geminal
trifluoroethyl
ester
moieties
can
be
manipulated
in
facially
selective
manner
to
afford
more
diversely
decorated
spirocycles
four
stereocentres.
In
addition,
reduction
the
imine
moiety
also
fourth
stereocentre
exposes
important
1,2-amino
alcohol
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(5), P. 1165 - 1175
Published: Jan. 10, 2024
Abstract
Lewis
base
dependent
(3+3)
and
(4+2)
annulations
of
β′
‐acetoxy
allenoates
with
N
‐sulfonyl
ketimines
offer
m
‐teraryl
fused
dihydropyridines
varying
substituents
depending
on
the
tertiary
amine
as
well
subtle
changes
in
reaction
conditions.
The
triazabicyclodecene
(TBD)‐catalyzed
annulation
involves
1,2‐elimination
followed
by
6‐
endo
‐dig
cyclization
key
steps
delivering
1,4‐hydropyridines.
same
reactants
under
DMAP
catalysis
via
Mannich
coupling,
rather
than
C−N
bond
cleavage/aromatization.
Key
intermediates
have
been
identified
HRMS
studies.
