Chemistry - A European Journal,
Journal Year:
2022,
Volume and Issue:
28(42)
Published: May 19, 2022
We
developed
time-atom
economic
regio-
and
chemoselective
sulfonyl
radical
triggered
5-exo-dig
cyclization
of
unactivated
1,6-enynes
with
halides
under
metal,
additive-free
reaction
conditions
to
achieve
highly
substituted
five-membered
heterocyclic
compounds.
This
transformation
creates
three
new
bonds,
such
as
C-SO2
,
C-C,
active
C-I/Br
bonds.
Importantly,
one-pot
protocols
produce
desired
products
directly
from
sodium
sulfinates
have
an
additional
advantage
minimising
chemical
waste,
saving
time,
simplifying
practical
aspects
compared
existing
protocols.
Organic Chemistry Frontiers,
Journal Year:
2021,
Volume and Issue:
8(6), P. 1345 - 1363
Published: Jan. 1, 2021
This
review
is
devoted
to
highlighting
main
achievements
in
the
development
of
cascade
radical
cyclization
acceptors
for
synthesis
carbo-
and
heterocycles.
Organic Chemistry Frontiers,
Journal Year:
2020,
Volume and Issue:
7(19), P. 3100 - 3119
Published: Jan. 1, 2020
This
review
highlights
recent
progress
in
tandem
selenocyclization
and
tellurocyclization
with
alkenes
alkynes,
an
emphasis
on
the
scopes,
limitations
mechanisms
of
these
different
reactions.
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(10), P. 1526 - 1529
Published: Jan. 1, 2022
Selenides
are
important
structural
motifs
with
a
broad
range
of
biological
activities
and
versatile
transformational
abilities.
In
this
study,
novel
mild
method
was
developed
for
the
facile
synthesis
asymmetric
selenides
under
metal-free
conditions.
The
key
features
reaction
include
good
functional-group
tolerance,
use
readily
available
reagents
cheap,
low-toxicity
solvent,
amenability
to
gram-scale
synthesis.
results
preliminary
radical-trapping
experiments
kinetic
isotope
effect
study
support
radical
process.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(22), P. 4208 - 4213
Published: May 30, 2023
A
novel
visible-light-promoted
selective
sulfonylation
and
selenylation
of
dienes
with
selenosulfonates
has
been
developed.
This
technology
provides
mild
access
to
a
wide
range
sulfonyl
benzo[b]azepinones
seleno-benzo[b]azepines.
Preliminary
mechanistic
studies
suggest
that
the
involves
radical
engaged
cascade
process,
is
accomplished
through
sequential
oxidation/electrophilic
cyclization
process.
The
large-scale
operation
late-stage
modification
experiment
reveal
promising
utility
this
protocol.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(6), P. 1220 - 1268
Published: Jan. 22, 2024
Abstract
Elaborated
molecular
architectures,
specifically
those
bearing
one
or
more
carbon
stereocenters,
stand
as
an
important
class
of
carbocyclic
and
heterocyclic
frameworks
because
they
are
frequently
occurring
core
structures
in
numerous
natural
products
biologically
active
pharmaceutical
molecules.
Over
the
past
few
decades,
development
versatile
synthetic
approaches
via
cascade
cyclization
reactions
1,6‐enynes
for
construction
a
series
fused
spiro
compounds
has
been
focus
great
deal
research
initiatives.
These
synthesis
strategies
peculiarly
fascinating
context
assembly
wide
array
molecules,
products,
agrochemicals,
functional
materials.
In
this
review,
recent
developments
transformations
with
diverse
coupling
reagents
summarized
since
2018,
which
could
be
divided
into
five
categories:
1)
Introduction;
2)
Transition
metal
catalyzed
1,6‐enynes;
3)
Metal‐free
4)
Visible‐light‐induced
5)
Electrocatalytic
1,6‐enynes.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(10)
Published: Jan. 9, 2024
Abstract
We
present
the
first
example
of
electrocatalytic
three‐component
annulation–iodosulfonylation
indole‐tethered
1,6‐enynes
with
arylsulfonyl
hydrazides
and
KI
for
accessing
various
iodosulfonated
pyrrolo[1,2‐
a
]indoles
in
moderate
to
excellent
yields
high
stereospecificity.
This
electrosynthesis
opens
new
avenues
construction
skeleton
good
functional
group
compatibility
under
environmentally
benign
condition.
Based
on
control
experiments
cyclic
voltammetry
data,
we
suggested
plausible
reaction
mechanism
which
included
anodic
oxidation,
homolysis
iodide,
radical
addition,
5
‐
exo
dig
cyclization,
coupling
or
nucleophilic
attack
iodide
ions
cascade.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(8), P. 1683 - 1687
Published: Feb. 16, 2024
Thiosulfonylation
and
selenosulfonylation
of
vinyl
azides
with
thiosulfonates
selenosulfonates
were
achieved
using
Cu(dap)2Cl
as
a
photosensitizer
under
visible-light
irradiation.
This
reaction
is
the
application
azide
substrate
in
group
transfer
radical
addition
(GTRA)
reaction,
through
β-difunctionalization,
to
obtain
variety
unsymmetric
difunctionalized
N-unprotected
enamines.
