Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(48), P. 8585 - 8589
Published: Nov. 23, 2023
The
preparation
of
bridged
benzo[1,5]oxazocines
and
benzo[1,4]diazepines
is
demonstrated
from
simple
aniline
aldehyde
starting
materials.
A
one-pot
condensation/6π
electrocyclization
followed
by
an
intramolecular
trapping
the
2,3-dihydroquinoline
intermediate
nitrogen
or
oxygen
nucleophiles
to
give
seven-
eight-membered
products.
Using
3-hydroxypyridinecarboxaldehydes
results
in
a
stable
zwitterionic
structure
that
can
undergo
diastereoselective
reduction
under
hydrogenative
conditions.
similar
cyclization/hydrogenation
pathway
with
excellent
diastereoselectivity
also
2-pyridyl-substituted
1,2,3,4-tetrahydroquinolines.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 28, 2025
The
in
situ-generated
pyrrolin-3-ones
serve
as
novel
and
versatile
synthons,
being
employed
intermediates
for
the
efficient
production
of
pyrrole-fused
lactones
with
high
yield
excellent
enantioselectivity.
Herein,
we
introduce
emerging
rhodium
oxidative
N-heterocyclic
carbene
relay
catalysis
that
enables
a
highly
enantioselective
cascade
annulation
between
easily
available
1,2,3-triazoles
enals.
In
this
proof-of-concept
study,
engage
α,β-unsaturated
acylazolium
generated
from
enals
via
catalysis.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(24), P. 4412 - 4439
Published: Nov. 16, 2023
Abstract
Spirooxindoles
are
privileged
scaffolds
in
diverse
bioactive
natural
products
and
pharmaceuticals,
significant
achievements
for
the
construction
of
these
molecules
have
thus
been
made
past
years.
Among
them,
organocatalysis,
particular,
nucleophilic
Lewis
base
catalysis,
has
recently
emerged
as
an
efficient
reliable
method
preparation
valuable
functionalized
spirooxindoles.
According
to
different
kinds
catalysts,
we
summarize
classify
three
catalytic
strategies;
tertiary
amine‐catalyzed
cycloadditions,
NHC‐catalyzed
phosphine‐catalyzed
respectively.
Through
methods,
potential
spirooxindole
skeletons
owning
various
functional
groups
can
be
produced
enrich
small
organic
molecule
library.
In
this
review,
describe
a
comprehensive
updated
advances
cycloaddition
reactions
Meanwhile,
related
mechanism
application
annulation
strategies
product
total
synthesis
will
highlighted
detail.
Chinese Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
41(24), P. 3751 - 3771
Published: Sept. 4, 2023
Comprehensive
Summary
Fused
polycyclic
N
‐heterocycles
are
very
important
scaffolds
in
biomedicinal
chemistry
and
materials
science.
Intramolecular
alkyne
hydroamination
is
a
powerful
method
for
the
construction
of
‐heterocycles.
In
last
two
decades,
copper‐catalyzed
domino
reactions
based
on
intramolecular
has
emerged
as
robust
strategy
assembling
various
fused
Great
progress
been
achieved
this
area.
This
short
review
covers
advances
made
synthesis
from
2008
to
2023,
will
hopefully
serve
an
inspiration
towards
exploration
new
versions
transformation.
The
transformations
introduced
discussed
five
aspects
according
different
key
processes
involved
these
reactions.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(8), P. 2326 - 2331
Published: Jan. 1, 2024
An
efficient
approach
for
the
construction
of
non-fused
azepines
in
good
yields
with
high
enantioselectivity
via
Pd-catalyzed
asymmetric
[4
+
3]
cycloaddition
was
developed.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(14), P. 3900 - 3905
Published: Jan. 1, 2024
A
multi-catalytic
system
combining
gold,
palladium
and
phosphoric
acid
was
applied
for
asymmetric
assembly
of
ynamides
carbonate
4-hydroxy-2-cyclopentenone,
furnishing
furo[2,3-
b
]pyridines
in
high
yields
stereoselectivities.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 22, 2025
The
enantioselective
formal
(3
+
2)
cyclization
and
sequential
reaction
of
2-malononitrile-substituted
oxindoles
with
benzaldehydes
ortho-aminobenzaldehydes
were
achieved
by
chiral
N,N′-dioxide/metal
complex
Lewis
acid
catalysts.
This
protocol
supplies
facile
efficient
access
to
highly
functionalized
dihydrofuran-
azepine-based
spirooxindoles.
Based
on
the
control
experiments
deuterium
labeling
studies,
interconversion
diastereomeric
intermediates
under
conditions
reversible
1,5-H
transfer
step
disclosed.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
22(2), P. 252 - 268
Published: Nov. 28, 2023
Eight-membered
heterocycles
are
important
but
their
synthesis
is
usually
challenging.
This
review
summarizes
the
recent
advances
in
[4
+
4]
annulation
of
conjugated
heterodienes
with
1,4-dipolar
species
for
assembling
eight-membered
heterocycles.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(11), P. 2197 - 2202
Published: Jan. 1, 2024
A
substrate-directed
divergent
[2+3]/[2+1]
annulation
of
tetra-substituted
oxa-dienes
and
allylic
sulfur
ylides
has
been
developed
for
the
synthesis
functionalized
bispirocyclopentane
bispirocyclopropane
derivatives.
