Organic Letters,
Год журнала:
2024,
Номер
26(20), С. 4251 - 4256
Опубликована: Май 14, 2024
β-amino
sulfones
are
important
motifs
found
in
natural
products
and
active
pharmaceutical
compounds.
Herein,
we
report
a
general
highly
regioselective
intermolecular
aminosulfonylation
of
alkenes
via
the
homolysis
sulfinyl
oximes
from
ketoximes
chloride.
This
method
features
catalyst-free,
step-efficient
functionalization
prominent
functional
group
tolerance,
providing
straightforward,
green,
widely
applicable
approach
to
accessing
sulfone
derivatives.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(30), С. 16630 - 16641
Опубликована: Июль 24, 2023
β-(Hetero)arylethylamines
are
privileged
structural
motifs
found
in
many
high-value
organic
molecules,
including
pharmaceuticals
and
natural
products.
To
construct
these
important
molecular
skeletons,
previous
methods
mainly
achieved
by
amino(hetero)arylation
reaction
with
the
aid
of
transition
metals
preactivated
substrates.
Herein,
we
report
a
metal-free
photoinduced
intermolecular
for
single-step
installation
both
(hetero)aryl
iminyl
groups
across
alkenes
an
efficient
regioselective
manner.
This
method
shows
broad
scope
(up
to
124
examples)
excellent
tolerance
various
olefins─from
simplest
ethylene
complex
multisubstituted
can
all
participate
reaction.
Furthermore,
aminosulfonylation
be
also
conducted
presence
sodium
bisulfite
as
SO2
source.
Organic Letters,
Год журнала:
2024,
Номер
26(9), С. 1845 - 1850
Опубликована: Фев. 26, 2024
The
difunctionalization
of
alkenes
using
aryl
thianthrenium
salts
as
the
sources
has
been
reported
sporadically.
However,
four-component
on
basis
not
thus
far
and
still
remains
a
challenge.
Herein,
visible
light/copper
catalysis-enabled
reaction
salts,
DABCO·(SO
Organic Letters,
Год журнала:
2023,
Номер
25(10), С. 1782 - 1786
Опубликована: Март 8, 2023
A
metal-free
photosensitized
three-component
reaction
of
oxime
esters,
alkenes,
and
DABCO·(SO2)2
was
developed.
This
protocol
could
accommodate
a
wide
substrate
scope,
including
activated
unactivated
alkenes
aryl
aliphatic
carboxylic
acid
delivering
broad
range
β-amino
sulfones
in
moderate
to
high
yields.
The
insertion
SO2
as
linker
moiety
allows
the
manipulation
functionality
process,
expanding
utility
esters
bifunctional
reagents.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(7), С. 1937 - 1942
Опубликована: Янв. 1, 2022
An
iron-catalyzed
dearomative
spirocyclization
of
biaryl
ynones
with
sodium
metabisulfite
and
cycloketone
oxime
esters
is
developed
for
the
construction
sulfonated
spiro[5,5]trienones.
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.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(9), С. 2251 - 2256
Опубликована: Янв. 1, 2023
We
report
an
enantioselective
sulfonylation
of
α,β-unsaturated
carbonyl
compounds
with
4-alkyl
substituted
Hantzsch
esters
and
DABCO·(SO
2
)
by
interfacing
photoredox
hydrogen
bonding
catalysis.
Green Chemistry,
Год журнала:
2023,
Номер
25(10), С. 3857 - 3863
Опубликована: Янв. 1, 2023
A
general
and
environmentally
friendly
organic
photo-induced
strategy
was
developed
for
the
synthesis
of
diverse
alkyl-substituted
β-amino
sulfone
derivatives,
including
primary,
secondary,
tertiary
products.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(3), С. 1515 - 1523
Опубликована: Янв. 22, 2024
Radical
cascade
cyclization
via
the
cracking
of
alkenyl
C–H
has
emerged
as
an
attractive
and
remarkable
tool
for
rapid
construction
ring
frameworks
with
endocyclic
double
bonds.
We
developed
a
reaction
3-aza-1,5-enynes
sulfur
dioxide
cycloketone
oxime
esters
to
access
cyanoalkylsulfonylated
1,2-dihydropyridines,
which
can
be
easily
converted
pyridine
derivatives.
This
protocol
involves
radical
addition
C≡C
bond
6-endo
features
high
regioselectivity
broad
substrate
scope.
Green Chemistry,
Год журнала:
2024,
Номер
26(11), С. 6774 - 6778
Опубликована: Янв. 1, 2024
A
novel
and
attractive
photochemical
difunctionalization
of
N
-tosyl
acrylamide
for
constructing
alkylsulfonylated
oxindoles
amides
with
excellent
substrate
adaptability
via
a
radical
Smiles
rearrangement
strategy
is
described.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(13), С. 3521 - 3526
Опубликована: Янв. 1, 2022
Access
to
sulfonylated
indolo[2,1-
a
]isoquinolines
through
an
efficient
three-component
reaction
of
2-aryl-
N
-acryloyl
indoles,
sulfur
dioxide
and
aryldiazonium
tetrafluoroborates
is
developed.
