Recent developments on 1,2-difunctionalization and hydrofunctionalization of unactivated alkenes and alkynes involving C–S bond formation
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(5), С. 1322 - 1345
Опубликована: Янв. 1, 2023
Functionalization
of
alkenes/alkynes
is
a
highly
effective
route
to
achieve
molecular
complexity.
This
review
summarizes
recent
progresses
on
the
1,2-difunctionalization/hydrofunctionalization
unactivated
with
C−S
bond
formation.
Язык: Английский
Electrochemical difunctionalization of alkenes and alkynes for the synthesis of organochalcogens involving C–S/Se bond formation
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.
Язык: Английский
Electrochemical Difunctionalization of Alkenes
Synthesis,
Год журнала:
2023,
Номер
55(18), С. 2843 - 2859
Опубликована: Фев. 15, 2023
Abstract
The
electrochemical
alkene
difunctionalization
reaction
has
become
a
powerful
and
sustainable
tool
for
the
efficient
construction
of
vicinal
difunctionalized
structures
in
organic
synthesis.
Since
only
electrons
are
used
as
redox
agents,
avoids
need
additional
catalysts,
metal
or
chemical
oxidants
does
not
generate
waste.
Herein
we
summarize
latest
contributions
alkenes
over
last
3–4
years.
We
discuss
detail
features,
scope,
limitations,
mechanistic
rationalizations
three
categories
methods:
(1)
terminated
by
nucleophiles,
(2)
radicals,
(3)
functionality
migration.
1
Introduction
2
Electrochemical
Alkene
Difunctionalization
Terminated
Nucleophiles
2.1
Sulfonylative
Alkenes
2.2
Sulfurizative/Sulfoxidative
2.3
Azidotetrazolation
2.4
Trifluoromethylative
2.5
Diarylation
3
Radicals
3.1
Direct
Radical-Coupling-Enabled
3.2
Metal-Mediated
Radical
Transfer
Coupling
Enabled
3.3
Metalloid-Mediated
4
Functionality
Migration
5
Summary
Outlook
Язык: Английский
Recent Developments in Selenylation and Thiolation of Alkenes via Three‐component Reactions
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.
Язык: Английский
Progress on direct transformation of thiols to sulfinyl compounds
Phosphorus, sulfur, and silicon and the related elements,
Год журнала:
2025,
Номер
unknown, С. 1 - 9
Опубликована: Янв. 26, 2025
Язык: Английский
Electrochemical multicomponent reaction toward vicinal sulfenyltetrazolation of unactivated alkenes
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(20), С. 5064 - 5069
Опубликована: Янв. 1, 2023
An
electrochemical
multicomponent
reaction
(e-MCR)
enables
the
green
and
sustainable
preparation
of
diverse
vicinal
sulfenyltetrazolation
using
readily
available
unactivated
olefins,
thiols,
azidotrimethylsilane,
acetonitrile.
Язык: Английский
Electrochemical N-Acylation of Sulfoximine with Hydroxamic Acid
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(24), С. 17511 - 17520
Опубликована: Ноя. 29, 2023
Despite
the
widespread
applications
of
sulfoximines,
green
and
efficient
access
to
functionalized
sulfoximines
remains
a
challenge.
By
employing
an
electrochemical
strategy,
we
describe
approach
for
construction
N-aroylsulfoximines,
which
features
broad
substrate
scope,
mild
reaction
conditions,
safety
on
gram
scale,
no
need
external
oxidant
transition
metal
catalysts.
Язык: Английский
Recent advances in electrochemical difunctionalization of alkenes and alkynes for the synthesis of organohalides
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(18), С. 5306 - 5324
Опубликована: Янв. 1, 2024
This
review
summarizes
recent
achievements
in
electrosynthesis
of
organohalides
through
difunctionalization
alkenes
and
alkynes
provides
insights
into
future
directions
for
the
development
field.
Язык: Английский
Halogenation of Alkenes Using Three‐Component Reactions: A Decade of Development
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Май 23, 2024
Abstract
Alkenes
are
valuable
feedstocks
in
organic
synthesis.
One
effective
method
for
synthesizing
halides
with
functional
groups
close
proximity
involves
the
direct
difunctionalization
of
alkenes
via
three‐component
reactions.
This
approach
not
only
reduces
number
steps
involved
synthesis
process,
but
also
minimizes
waste
generation
and
enables
formation
complex
molecules
from
simple
starting
materials.
In
this
review,
we
mainly
discuss
decade
developments
(2013‐2023)
two
categories:
(1)
halogenation
three‐membered
ring
intermediates,
involving
haliranium,
thiiranium,seleniranium,
aziridinium
epoxide
species;
(2)
a
radical
pathway.
Reactions
I
2
,
BiI
3
NaI,
Bu
4
N
+
[I(O
CAr)
]
−
NIS,
NBS,
NCS,
DBH,
BsNMeBr,
HBr,
HCl,
KI,
NH
I,
O
5
Et
⋅
3HF,
Selectfluor,
CuI,
CuBr,
CuCl,
LiCl,
KBr,
NaCl,
SOCl
Py
9HF,
NFSI,
TBSCl
et
al
have
been
recorded
how
added
reagents
work
will
be
discussed.
We
hope
review
do
help
future
research
area.
Язык: Английский