The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(12), P. 9078 - 9085
Published: June 3, 2024
The
α-C–H
trifluoromethylthiolation
of
N,N-disubstituted
enaminones
has
been
achieved
with
simple
and
cheap
CF3SO2Na
as
the
CF3S
source.
reactions
were
run
at
mild
temperature
(0
°C
to
rt)
using
POCl3
only
reducing
reagent.
work
represents
first
example
on
synthesis
α-trifluoromethylthio
via
direct
C–H
functionalization.
In
addition,
resulting
CF3S-functionalized
have
proven
useful
building
blocks
in
various
heteroaromatic
compounds
by
annulation
reactions.
Chemical Science,
Journal Year:
2022,
Volume and Issue:
13(9), P. 2783 - 2788
Published: Jan. 1, 2022
Despite
indisputable
progress
in
the
development
of
electrochemical
transformations,
electrocatalytic
annulations
for
synthesis
biologically
relevant
three-dimensional
spirocyclic
compounds
has
as
yet
not
been
accomplished.
In
sharp
contrast,
herein,
we
describe
palladaelectro-catalyzed
C-H
activation/[3
+
2]
spiroannulation
alkynes
by
1-aryl-2-naphthols.
Likewise,
a
cationic
rhodium(iii)
catalyst
was
shown
to
enable
electrooxidative
[3
spiroannulations
via
formal
C(sp3)-H
activations.
The
versatile
featured
broad
substrate
scope,
employing
electricity
green
oxidant
lieu
stoichiometric
chemical
oxidants
under
mild
conditions.
An
array
enones
and
diverse
spiropyrazolones,
bearing
all-carbon
quaternary
stereogenic
centers
were
thereby
accessed
user-friendly
undivided
cell
setup,
with
molecular
hydrogen
sole
byproduct.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(9), P. 3543 - 3548
Published: Jan. 1, 2023
An
electrochemical
electrophilic
bromination/spirocyclization
of
N
-benzyl-acrylamides
to
brominated
2-azaspiro[4.5]decanes
with
2-bromoethan-1-ol
as
the
brominating
reagent
has
been
developed.
Chemistry - An Asian Journal,
Journal Year:
2023,
Volume and Issue:
18(9)
Published: March 15, 2023
Electrochemical
dearomative
spirocyclization
serves
as
a
green
and
sustainable
approach
to
convert
the
flat,
two-dimension
aromatic
feedstock
into
value-added
three-dimension
spirocyclic
architectures.
This
review
highlights
recent
advances,
emphasizes
mechanistic
discussions,
showcases
synthetic
applications
of
this
emerging
versatile
powerful
transformation.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(8), P. 3111 - 3116
Published: Jan. 1, 2023
A
general
visible
light-promoted
and
electron–donor–acceptor
complex-enabled
cascade
reaction
of
alkynes
to
produce
functionalized
sulfur-containing
heterocycles
under
photocatalyst-,
base-,
oxidant-
metal-free
conditions
was
developed.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(13), P. 8697 - 8708
Published: June 9, 2022
An
electrochemical
dearomatizing
spirocyclization
of
alkynes
with
dimethyl
2-benzylmalonates
for
the
preparation
spiro[4.5]deca-trienones
has
been
developed.
This
approach
adopts
ferrocene
(Cp2Fe)
as
an
electrocatalyst
to
produce
carbon-centered
radical
intermediates
from
C–H-based
malonates,
which
obviates
forthputting
noble-metal
reagents,
sacrificial
chemical
oxidants
and
2-bromomalonates.
A
wide
variety
spiro
compounds
are
efficiently
prepared
satisfactory
results
under
mild
conditions.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(9), P. 1537 - 1542
Published: March 11, 2022
Abstract
Iron‐catalyzed
cascade
silyl
radical
addition/6‐
exo
‐trig
cyclization/dearomatization
of
biaryl
ynones
has
been
developed.
This
approach
uses
silane
as
the
precursor
well
silylation
reagent,
1,10‐phenanthroline
ligand,
and
tert
‐butyl
hydroperoxide
(TBHP)
oxidant.
By
employing
this
tandem
process,
a
series
silylated
spiro[5.5]trienones
were
prepared.
magnified
image
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(33), P. 6659 - 6666
Published: Jan. 1, 2022
A
selective
polychloromethylation
and
halogenation
reaction
of
alkynes
via
a
radical
addition/spirocyclization
cascade
sequence
was
developed,
in
which
applying
polyhaloalkanes
as
the
precursor
polyhalomethyl
halogen
radicals.
