Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
43(2), С. 199 - 204
Опубликована: Окт. 17, 2024
Comprehensive
Summary
A
tandem
Diels–Alder
reaction/Claisen
rearrangement/decarboxylation
strategy
of
N
‐allenamides
(or
aryloxyallenes)
with
3‐alkoxycarbonyl‐2‐pyrones
has
been
developed
for
the
efficient
synthesis
diarylmethanes
moderate
to
good
yields.
The
reaction
exhibits
functional
group
tolerance
and
can
be
applied
late‐stage
modifications
known
drug
molecules.
Mechanistic
studies
indicate
that
ester
at
3‐position
2‐pyrones
is
essential,
initial
between
proximal
C=C
bond
crucial
success
reaction.
Chemical Reviews,
Год журнала:
2020,
Номер
121(14), С. 8926 - 8947
Опубликована: Окт. 6, 2020
Compounds
having
cyclic
molecular
frameworks
are
highly
regarded
for
their
abundance
and
diverse
utilities.
In
particular,
medium-sized
carbocycles
heterocycles
exist
in
a
broad
spectrum
of
natural
products,
bioactive
therapeutics,
medicinally
significant
synthetic
molecules.
Metal-mediated
methods
have
been
developed
the
preparation
compounds
containing
ring
(MSR)
through
cyclization
different
classes
substrates
acyclic
precursors.
This
review
focuses
on
methodologies
construction
MSRs
via
gold
catalysis.
Given
challenges
enabling
assembly
sizes,
we
present
here
accounts
Au-mediated
giving
notable
7-membered
(8–11-membered
ring)
structures.
Emphasis
pathway
mode
selection
precursors
ranging
from
structurally
biased
were
outlined.
Reactivity
patterns
choice
efficient
Au
catalysts
controlling
reaction
performance
selectivity
addition
to
mechanistic
attributes
examined.
ACS Catalysis,
Год журнала:
2021,
Номер
11(5), С. 2684 - 2690
Опубликована: Фев. 12, 2021
The
construction
of
N-heterocyclic
eight-membered
rings
with
good
regio-,
stereo-,
and
enantioselective
control
remains
a
formidable
challenge
in
asymmetric
catalysis.
Herein,
we
report
palladium-catalyzed
[4
+
4]
cycloaddition
anthranils
γ-methylidene-δ-valerolactones
the
presence
Et3B,
delivering
highly
functionalized
tetrahydrobenzo[b]azocine
derivatives
high
efficiency
diastereoselectivities
enantioselectivities
(up
to
92%
yield,
20:1
dr,
99%
ee).
Moreover,
complex
substrates
derived
from
natural
products
(bearing
different
functionalities)
could
be
well-tolerated
catalytic
cycloaddition.
mild
reaction
conditions,
conjunction
broad
substrate
scope
(44
examples),
level
stereoselectivity,
provide
great
potential
build
azocine
compounds
simple
building
blocks.
Organic & Biomolecular Chemistry,
Год журнала:
2021,
Номер
19(18), С. 3960 - 3982
Опубликована: Янв. 1, 2021
Bridged
polycycles
are
privileged
molecular
skeletons
with
wide
occurrence
in
bioactive
natural
products
and
pharmaceuticals.
Therefore,
they
have
been
the
pursing
target
molecules
of
numerous
chemists.
The
rapid
convenient
generation
sp3-rich
complex
three-dimensional
from
simple
easily
available
aromatics
has
made
dearomatization
a
highly
valuable
synthetic
tool
for
construction
rigid
challenging
bridged
rings.
This
review
summarizes
the-state-of-the-art
advances
strategies
application
ring
formation,
discusses
their
advantages
limitations
in-depth
mechanism,
highlights
value
total
synthesis
products.
We
wish
this
will
provide
an
important
reference
medicinal
chemists
inspire
further
development
intriguing
research
area.
New Journal of Chemistry,
Год журнала:
2024,
Номер
48(11), С. 4645 - 4669
Опубликована: Янв. 1, 2024
This
review
summarized
the
progress
in
synthesizing
eight-membered
N-heterocycles
over
past
two
decades
(1995–2023),
inspiring
synthetic
chemists
to
develop
more
efficient
strategies
for
construction
of
these
skeletons.
Asian Journal of Organic Chemistry,
Год журнала:
2021,
Номер
10(12), С. 3127 - 3165
Опубликована: Окт. 11, 2021
Abstract
Isoxazoles
are
an
important
class
of
heterocycles
with
nitrogen
and
oxygen
in
a
1,2‐relationship.
They
find
wide
applications
synthetic
organic
chemistry
part
several
drug
molecules.
Since
the
last
two
decades,
great
progress
has
been
achieved
synthesis
functionalization
isoxazoles,
which
transition
metal
catalysis
played
pivotal
role
towards
achieving
this
goal.
In
particular,
(TM)‐mediated
site‐selective
functionalizations
isoxazoles
retain
pharmacologically
synthetically
valuable
isoxazole
skeleton,
highly
appealing.
This
comprehensive
review
is
solely
dedicated
to
TM‐mediated
wherein
we
have
included
as
directing
groups
(DG)
for
TM‐catalyzed
C−H
reactions,
direct
functionalization,
along
cross‐coupling
reactions
annulation
finally
ring‐opening
under
TM‐catalysis
also
discussed.
Also,
incorporated
discussions
on
reaction
designs,
their
advantages
limitations,
mechanistic
details
challenges
that
need
be
addressed
inspire
medicinal
chemists
explore
new
arenas
make
use
key
scaffold.
Chemical Science,
Год журнала:
2021,
Номер
12(29), С. 9991 - 9997
Опубликована: Янв. 1, 2021
Three
distinct
types
of
chiral
cyclic
compounds
were
accessible
by
catalytic
asymmetric
synthesis
spirocyclobutyl
oxindoles
via
[2+2]
cycloaddition
and
sequential
transformations.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
20(46), С. 9069 - 9084
Опубликована: Янв. 1, 2022
The
review
covers
recent
advances
in
the
development
of
new
methods
involving
amination
and
alkoxylation
reactions
on
N
-allenamides
covering
cycloaddition,
carbofunctionalization,
halogenofunctionalization
as
well
hydrofunctionalization
reactions.
Chemistry - A European Journal,
Год журнала:
2020,
Номер
27(12), С. 3944 - 3956
Опубликована: Сен. 28, 2020
Transition-metal
catalysis
has
become
one
of
most
important
methods
for
constructing
molecules
with
diverse
architectures.
Bridged
polycyclic
skeletons
are
often
considered
challenging
structures
in
organic
synthesis.
This
Minireview
summarizes
the
recent
progress
on
synthesis
bridged
by
transition-metal-catalyzed
carbon-carbon
bond-forming
reaction.
Four
main
ring-forming
strategies
including
connection
via
olefin
or
carbonyl
functionality,
enolate
intermediacy,
C-H
and
aryl
functionality
detailed
some
effective
discussed
particular
emphasis
reaction
design
mechanism.
Chinese Journal of Organic Chemistry,
Год журнала:
2024,
Номер
44(2), С. 335 - 335
Опубликована: Янв. 1, 2024
As
an
electron-rich
diene
compound,
N-allenamine
has
received
wide
spread
attention
in
recent
years
due
to
its
different
reaction
sites
and
high
reactivity.Efficient
controllable
regioselective
functionalization
of
N-allenamines
can
successfully
construct
functionalized
molecules.The
research
progress
the
field
bifunctionalization
is
mainly
discussed,
mechanisms
most
conversions
detail
are
discussed.
Organic Letters,
Год журнала:
2021,
Номер
23(3), С. 832 - 836
Опубликована: Янв. 28, 2021
A
gold-catalyzed
tandem
annulation
of
propargylic
alcohols
and
pyridylhomopropargylic
is
achieved,
providing
an
atom-economical
approach
to
a
diverse
set
polycyclic
dihydrobenzofurans
in
good
yields.
The
reaction
proceeds
via
the
5-endo-dig
cyclization/Meyer–Schuster
rearrangement/Friedel–Crafts-type
pathway.
In
this
way,
three
C–C
bonds
one
C–O
bond
form
give
skeleton
one-pot
process.
Moreover,
products
exhibit
unique
optical
properties,
which
reveal
their
potential
application
value.
