Synthesis,
Год журнала:
2023,
Номер
55(18), С. 3040 - 3046
Опубликована: Фев. 2, 2023
Abstract
A
metal-free
electrochemical
method
for
vicinal
difunctionalization
of
various
alkenes
with
dibromomethane
in
alcohol
as
solvent
has
been
well
established
to
synthesize
the
corresponding
β-bromo-α-alkyloxyalkanes
good
functional
group
tolerance
under
ambient
conditions.
Preliminary
mechanistic
studies
indicate
oxidation
bromine
source
occurs
prior
that
alkene
substrate
involvement
radical
during
electrolysis.
Green Chemistry,
Год журнала:
2023,
Номер
25(14), С. 5539 - 5542
Опубликована: Янв. 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 Chemistry Frontiers,
Год журнала:
2023,
Номер
11(2), С. 597 - 630
Опубликована: Ноя. 23, 2023
This
review
highlights
the
recent
progress
in
electrochemical
difunctionalization
of
alkenes
and
alkynes
involving
C–S/Se
bond
formation
to
access
organochalcogen
frameworks.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(25)
Опубликована: Апрель 25, 2023
Abstract
Compounds
containing
sulfonyl‐derived
functional
groups
have
received
intensive
attention
owing
to
their
widespread
applications
in
life
science,
pharmaceuticals
and
materials
science.
To
access
this
type
of
compounds,
the
multi‐component
sulfonylation
reactions
relying
on
sulfur
dioxide
(SO
2
)
insertion
strategy
emerged
as
novel
attractive
approaches
past
decade.
The
utilization
SO
surrogates
for
multicomponent
(MCRs)
improved
reaction
flexibility
step
economy.
Moreover,
some
advances
been
achieved
challenging
but
practical
asymmetric
MCRs
construction
high
value‐added
chiral
sulfones.
This
review
aims
summarize
progress
made
involving
from
2019
2022,
point
out
potentials
challenges
field.
Green Chemistry,
Год журнала:
2023,
Номер
25(7), С. 2572 - 2576
Опубликована: Янв. 1, 2023
We
disclose
a
feasible
strategy
for
the
electrochemical
dehydrogenative
coupling
of
CS
2
and
amines
with
β-ketoesters,
which
leads
to
dithiocarbamate
intermediates
in
presence
bases.
A
green
and
practical
method
for
the
electrochemical
synthesis
of
tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones
through
three-component
reaction
quinoxalin-2(1H)-ones,
N-arylglycines
paraformaldehyde
was
reported.
In
this
strategy,
EtOH
played
dual
roles
(eco-friendly
solvent
waste-free
pre-catalyst)
in
situ
generated
ethoxide
promoted
triple
sequential
deprotonations.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(21)
Опубликована: Фев. 9, 2024
Abstract
A
novel
electrochemical
approach
to
access
alkyl
alkenesulfonates
via
a
multicomponent
reaction
was
developed.
The
metal‐free
method
features
easy‐to‐use
SO
2
stock
solution
forming
monoalkylsulfites
from
alcohols
with
an
auxiliary
base
in‐situ.
These
intermediates
serve
dual
role
as
starting
materials
and
supporting
electrolyte
enabling
conductivity.
Anodic
oxidation
of
the
substrate
styrene,
radical
addition
these
consecutive
second
deprotonation
preserve
double
bond
form
β‐styrenesulfonates
in
highly
regio‐
stereoselective
fashion.
feasibility
this
electrosynthetic
is
demonstrated
44
examples
yields
up
81
%,
employing
various
styrenes
related
substrates
well
diverse
set
alcohols.
gram‐scale
experiment
underlines
applicability
process,
which
uses
inexpensive
readily
available
electrode
materials.
Organic Letters,
Год журнала:
2022,
Номер
24(48), С. 8914 - 8919
Опубликована: Ноя. 28, 2022
An
electrochemical
oxidative
sulfoximido-oxygenation
of
alkenes
has
been
developed
by
using
NH-sulfoximines
and
alcohols
directly.
This
method
proceeds
regioselectively
without
metal
catalysts
external
chemical
oxidants
shows
broad
substrate
scope
diverse
functional
group
compatibility.
Based
upon
the
preliminary
mechanism
studies,
N-centered
sulfoximidoyl
radicals
were
involved
in
this
process.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(14), С. 2310 - 2331
Опубликована: Июнь 24, 2023
Abstract
Alkenes
are
valuable
feedstocks
in
organic
synthesis.
Selenium
or
sulfur‐containing
coumpounds
with
a
neighboring
functional
group
can
be
easily
prepared
by
direct
difunctionalization
of
alkenes
via
three‐component
reactions.
It
will
reduce
the
number
steps
and
waste
generation,
form
complicated
molecules
from
simple
starting
materials.
Herein,
recent
developments
(2013–2022)
have
been
summarized
two
categories:
(1)
selenylation
seleniranium
intermediates
Se‐centered
radicals;
(2)
thiolation
more
diverse
mechanisms
products
Reactions
electron‐rich
arenes,
alcohols,
water,
acids,
NaN
3
,
amines,
KSCN,
sulfamides,
TMSNCS,
TMSN
Et
N
⋅
3HF,
SOCl
2
HCl,
NFSI,
t
BuONO,
pyridinium
salts,
BuOOH,
ArN
BF
4
CO
CO,
O
CF
SO
Cl,
R
P(O)−H,
(RO)
P(O)SH,
P(O)OH
et
al
discussed.
We
hope
this
review
do
help
for
future
research
area.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
10(1), С. 92 - 98
Опубликована: Ноя. 11, 2022
Synthesis
of
sulfonyl-containing
axially
chiral
styrenes
through
a
catalytic
asymmetric
reaction
4-substituted
Hantzsch
esters,
sodium
hydrogen
sulfite
and
1-(arylethynyl)naphthalen-2-ols
is
reported.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(13), С. 9293 - 9305
Опубликована: Июнь 7, 2023
A
visible-light-induced
three-component
reaction
of
2-aryl
indoles/benzimidazoles,
Hantzsch
esters,
and
sodium
pyrosulfite
through
a
radical
cascade
cyclization
process
with
the
insertion
sulfur
dioxide
is
described.
It
provides
novel
powerful
way
for
synthesis
alkylsulfonated
isoquinolinones.
esters
Na2S2O5
are
employed
as
alkyl
precursors
SO2
surrogate,
respectively.
This
transformation
exhibits
good
functional
group
tolerance
substrate
applicability
under
mild
conditions.
