Chemical Communications,
Год журнала:
2023,
Номер
59(80), С. 11983 - 11986
Опубликована: Янв. 1, 2023
Previously
available
ketyl
radical
cyclization
conditions
suffer
from
low
and
uncontrollable
diastereoselectivity
because
of
the
absence
reagent-substrate
interactions.
In
this
report,
stereochemical
modulation
was
accomplished
by
taking
advantage
pyridine-boryl
radical,
which
leaves
synthetically
modifiable
boronate
moiety
on
carbonyl
oxygen
near
reacting
center
during
stereo-determining
step.
consequence,
a
catalytic
diastereoselective
synthesis
trans-2-substituted-1-indanols
achieved
in
presence
sterically
congested
six-membered
diboronic
ester
an
efficient
hydrogen
atom
donor.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 20, 2024
Comprehensive
Summary
Indolizine
is
a
nitrogen‐containing
heterocycle
with
strong
aromaticity,
possessing
delocalized
10π‐electron
system.
Based
on
the
indolizine
scaffolds,
numerous
molecules
biological
activity
and
organic
functional
materials
have
been
synthesized.
Since
2016,
over
110
papers
published
synthesis
of
but
reviews
synthesizing
scaffolds
incomplete
not
up‐to‐date.
Herein,
from
perspective
structure
combination
pyrrole
pyridine
ring,
we
focus
construction
through
diversity
starting
substrates,
including
derivatives
(N1‐substituted
pyridinium
salt
derivatives,
C2‐substituted
N1‐
C2‐free
substituted
derivatives),
unoriginal
ring
substrates.
Furthermore,
corresponding
reaction
mechanisms
synthetic
methodologies
are
also
elaborated.
Therefore,
this
review
only
paves
way
for
provides
insight
into
exploring
new
modes
constructing
heterocycles.
Key
Scientists
was
discovered
by
Angeli
in
1890
first
prepared
Scholtz
1912
α‐picoline
acetic
anhydride.
A
general
approach
developed
Chichibabin
1927,
that
practical
value
preparation
2‐alkyl‐
or
2‐arylindolizines.
The
closure
quaternary
halides.
At
begining
21st
century,
Basavaiah
introduced
dimension
Baylis‐Hillman
chemistry
leading
to
novel
facile
convenient
methodology
one‐pot
operation.
In
2010,
Barluenga
reported
Cu(I)‐catalyzed
regioselective
[3+2]
cyclization
unsubstituted
pyridines
toward
alkenyldiazoacetates
functionalized
successful
example
metal‐catalyzed
π‐deficient
heterocyclic
system
alkenyldiazo
compounds.
2019
2022,
Xi
Liu
exploited
methods
non‐pyridine
as
synthesize
indolizines,
respectively.
Guo
an
environmentally
benign
electrooxidative
formyl‐
acyl‐substituted
indolizines.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(12), С. 2596 - 2602
Опубликована: Янв. 1, 2023
A
metal-free
regioselective
oxidative
annulation
reaction
of
readily
available
2,4-pentanediones
with
primary
amines
has
been
described.
This
protocol
provides
a
divergent
strategy
for
the
incorporation
various
radical
donors
into
5-alkylidene
3-pyrrolin-2-one
skeletons,
producing
variety
thiionized-,
selenolized-,
and
alkylated
derivatives.
Moreover,
diverse
synthetic
transformations
products
were
also
investigated.
Chemical Communications,
Год журнала:
2023,
Номер
59(80), С. 11983 - 11986
Опубликована: Янв. 1, 2023
Previously
available
ketyl
radical
cyclization
conditions
suffer
from
low
and
uncontrollable
diastereoselectivity
because
of
the
absence
reagent-substrate
interactions.
In
this
report,
stereochemical
modulation
was
accomplished
by
taking
advantage
pyridine-boryl
radical,
which
leaves
synthetically
modifiable
boronate
moiety
on
carbonyl
oxygen
near
reacting
center
during
stereo-determining
step.
consequence,
a
catalytic
diastereoselective
synthesis
trans-2-substituted-1-indanols
achieved
in
presence
sterically
congested
six-membered
diboronic
ester
an
efficient
hydrogen
atom
donor.