Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(46), P. 9275 - 9285
Published: Jan. 1, 2023
Molecular-iodine
catalyzed
access
to
an
important
class
of
bio-relevant
indole
derivatives,
cyclopenta[b]indoles,
has
been
achieved
via
a
cascade
addition/intramolecular
cyclization
reaction
indoles
and
acetone.
Explorations
diverse
substitution
patterns
revealed
essential
substrate-control
in
the
reaction.
The
high-density
electronic
core
is
pivotal
favouring
formation
indolyl-cyclopenta[b]indole
derivatives;
contrast,
electron
deficiency
hindered
process,
directing
bis(indolyl)propanes.
Investigations
on
mechanistic
pathway
that
bis(indolyl)alkanes
were
intermediates
for
addition-cyclization
process.
This
simple
experimental
method
provides
sustainable
synthetic
cyclopentannulated
indoles.
Synthesis,
Journal Year:
2024,
Volume and Issue:
56(09), P. 1415 - 1421
Published: Jan. 17, 2024
Abstract
An
environmentally
friendly
iodine-promoted
disproportionate
coupling
reaction
of
arylsulfonyl
hydrazides
is
reported.
This
strategy
can
synthesize
thiosulfonates
with
medium
to
excellent
yields,
and
features
a
green
system,
wide
applicability
substrates,
easy
availability
raw
materials.
The
preliminary
mechanistic
study
reveals
that
iodine
plays
an
important
role
in
the
radical
process.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(19), P. 14216 - 14221
Published: Sept. 7, 2023
An
efficient
five-component
condensation
reaction
of
isatin,
malononitrile,
secondary
amines,
alcohols,
and
molecular
oxygen
was
discovered.
The
performed
in
a
one-pot
fashion,
it
does
not
require
any
metal
catalyst.
It
gives
straightforward
access
to
structurally
diverse
2-oxo-3-aminoindoline-3-carboxylates
moderate
yields
(70-88%).
scope
the
successfully
demonstrated
by
synthesizing
series
3-functionalized
2-oxindoles
varying
amine,
alcohol
components.
RSC Advances,
Journal Year:
2023,
Volume and Issue:
13(22), P. 15024 - 15030
Published: Jan. 1, 2023
The
first
electrochemical
molecular
iodine
promoted,
domino
reactions
for
the
green
synthesis
of
biologically
relevant
dicyano
2-(2-oxoindolin-3-ylidene)
malononitriles
(11
examples,
up
to
94%
yield)
from
readily
available
isatin
derivatives,
malononitrile,
and
at
room
temperature
have
been
presented.
This
method
showed
tolerance
towards
various
EDG
EWG
was
completed
in
a
short
reaction
time
constant
low
current
density
5
mA
cm
Molecules,
Journal Year:
2024,
Volume and Issue:
29(8), P. 1701 - 1701
Published: April 9, 2024
An
attractive
approach
for
the
preparation
of
spirocyclic
benzofuran–furocoumarins
has
been
developed
through
iodine-catalyzed
cascade
annulation
4-hydroxycoumarins
with
aurones.
The
reaction
involves
Michael
addition,
iodination,
and
intramolecular
nucleophilic
substitution
in
a
one-step
process,
offers
an
efficient
method
easy
access
to
series
valuable
good
yields
(up
99%)
excellent
stereoselectivity.
Moreover,
this
unprecedented
protocol
provides
several
advantages,
including
readily
available
materials,
environmentally
benign
catalyst,
broad
substrate
scope,
simple
procedure.
Synlett,
Journal Year:
2024,
Volume and Issue:
unknown
Published: May 14, 2024
Abstract
An
operationally
simple
method
has
been
developed
for
the
synthesis
of
N-alkylsulfonamides
from
benzylic
alcohols
and
sulfonamides
in
presence
molecular
iodine
triethylsilane.
Various
were
evaluated,
iodides
generated
situ
shown
to
be
key
intermediates.
ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(45)
Published: Nov. 30, 2024
Abstract
A
concise
and
practicable
route
to
the
synthesis
of
multisubstituted
2‐pyridones
via
a
four‐component
one‐pot
stepwise
cyclization
catalyzed
by
Cs
2
CO
3
has
been
developed.
During
this
transformation,
two
new
C‐C
bonds
C‐N
were
generated
through
an
intermolecular
condensation/aza‐Michael
reaction/intermolecular
Michael
addition/intramolecular
sequence.
The
alternative
protocol
offers
complementary
provide
series
structurally
diverse
polysubstituted
(21
examples)
in
good
excellent
yields
(52–81%)
from
easily
available
raw
materials
arylamines,
dialkyl
acetylenedicarboxylate,
1,3‐dicarbonyl
compounds,
trialkyl
orthoformate
under
mild
conditions.
It
might
opportunities
for
discovery
2‐pyridones‐containing
drugs.
Heterocycles,
Journal Year:
2023,
Volume and Issue:
106(12), P. 1963 - 1963
Published: Jan. 1, 2023
The
highly
diastereoselective
one-pot
synthesis
generating
a
variety
of
9,9-dimethyl-2,8-dioxabicyclo[3.3.1]nonanederivatives
up
to
dr
>19:1
has
been
established
by
the
reaction
2'-methoxylchalcone
with
isobutyraldehyde
via
spontaneous
sequential
Michael
addition/aldol
reaction/demethylative
bicyclization
in
presence
molecular
iodine.The
2,8-dioxabicyclo[3.3.1]nonanesstructural
unit
is
frequently
encountered
natural
products
and
an
useful
scaffolds
potential
applications
antioxidant,
immunomodulatory,
anti-inflammatory,
and,
antiviral
agents
(Figure
1),
e.g.,
1
Consequently,
developing
efficient
methods
for
synthesizing
compounds
carrying
this
functionality
have
recently
received
considerable
attention
therefore,
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(46), P. 9275 - 9285
Published: Jan. 1, 2023
Molecular-iodine
catalyzed
access
to
an
important
class
of
bio-relevant
indole
derivatives,
cyclopenta[b]indoles,
has
been
achieved
via
a
cascade
addition/intramolecular
cyclization
reaction
indoles
and
acetone.
Explorations
diverse
substitution
patterns
revealed
essential
substrate-control
in
the
reaction.
The
high-density
electronic
core
is
pivotal
favouring
formation
indolyl-cyclopenta[b]indole
derivatives;
contrast,
electron
deficiency
hindered
process,
directing
bis(indolyl)propanes.
Investigations
on
mechanistic
pathway
that
bis(indolyl)alkanes
were
intermediates
for
addition-cyclization
process.
This
simple
experimental
method
provides
sustainable
synthetic
cyclopentannulated
indoles.
