Synthetic Communications,
Год журнала:
2020,
Номер
50(9), С. 1375 - 1387
Опубликована: Март 19, 2020
Base-mediated
[3
+
3]
cycloaddition
reaction
of
in-situ
formed
aza-oxyallyl
cations
and
1,4-dithiane-2,5-diols
has
been
achieved
under
mild
conditions.
This
strategy
provides
direct
efficient
access
to
prepare
desired
thiomorpholin-3-one
derivatives
in
moderate-to-high
yields.
The
approach
features
broad
substrates
scope
short
time.
Moreover,
the
resulting
products
can
be
readily
converted
into
other
useful
heterocyclic
compounds
including
2H-1,4-thiazin-3(4H)-ones
thiomorpholine-3,5-diones.
Chemical Reviews,
Год журнала:
2022,
Номер
122(15), С. 12544 - 12747
Опубликована: Июль 17, 2022
1,1,1,3,3,3-Hexafluoroisopropanol
(HFIP)
is
a
polar,
strongly
hydrogen
bond-donating
solvent
that
has
found
numerous
uses
in
organic
synthesis
due
to
its
ability
stabilize
ionic
species,
transfer
protons,
and
engage
range
of
other
intermolecular
interactions.
The
use
this
exponentially
increased
the
past
decade
become
choice
some
areas,
such
as
C–H
functionalization
chemistry.
In
review,
following
brief
history
HFIP
an
overview
physical
properties,
literature
examples
reactions
using
or
additive
are
presented,
emphasizing
effect
each
reaction.
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.
Organic & Biomolecular Chemistry,
Год журнала:
2019,
Номер
17(37), С. 8467 - 8485
Опубликована: Янв. 1, 2019
This
review
presents
the
use
of
α-alkyl-
and
α-alkoxy-halogenoacetamides
as
powerful
partners
for
domino
1,3-dipolar
cycloaddition
reactions
resulting
in
a
ring
closure.
Organic Chemistry Frontiers,
Год журнала:
2020,
Номер
7(9), С. 1177 - 1196
Опубликована: Янв. 1, 2020
This
review
article
provides
an
overview
of
the
recent
progress
in
transformations
anthranils,
which
have
emerged
as
versatile
building
blocks
assembly
various
C–N
bonds
and
medicinally
active
heterocyclic
systems.
RSC Advances,
Год журнала:
2023,
Номер
13(6), С. 3694 - 3714
Опубликована: Янв. 1, 2023
This
paper
presents
recent
evolutions
in
the
synthetic
aspects
of
1,5-
and
1,4-benzodiazepines
using
o
-phenylenediamine
as
a
precursor
provides
an
up-to-date
review
findings
(2018–2022).
Chemistry - An Asian Journal,
Год журнала:
2020,
Номер
15(16), С. 2380 - 2402
Опубликована: Июнь 10, 2020
In
this
review,
we
summarize
advances
in
[4+3]
and
a
few
other
annulation/cycloaddition
reactions
for
the
construction
of
seven
membered
rings,
with
an
emphasis
on
literature
subsequent
to
year
2010.
The
type
products
include
following:
azepines,
diazepines,
benzazepinones,
1,2-diazepinones,
oxazepinones,
benzothiazepines,
benzodiazepinones,
benzoxopinones,
cyclohepta[b]indoles,
benzoxazepines,
azepino-indoles,
oxepines/oxazepanes,
triazepines
oxepinoindolones/azepinoindolones,
oxadiazepines,
azabicyclooctanes.
Emphasis
is
also
given
cover
diverse
types
annulations;
possible
intermediates
are
displayed
illustrated
schemes
aid
future
work.
Organic Letters,
Год журнала:
2020,
Номер
22(4), С. 1420 - 1425
Опубликована: Янв. 17, 2020
Catalyst-free
and
mild
synthetic
methods
for
the
construction
of
hindered
α-amino
acid
derivatives
are
presented
herein.
A
wide
range
amino
amides
can
be
readily
obtained
from
reaction
α-halohydroxamates
with
a
variety
amines,
including
anilines,
primary
secondary
amines.
Moreover,
aza/aza-[4+3]
cycloaddition
in
situ-generated
aza-oxyallyl
cations
2-aminophenyl
α,β-unsaturated
carbonyls
to
furnish
seven-membered
benzodiazepin-3-ones
is
reported
first
time.
Advanced Synthesis & Catalysis,
Год журнала:
2021,
Номер
363(17), С. 4197 - 4203
Опубликована: Июль 12, 2021
Abstract
The
first
organocatalytic
asymmetric
[4+3]‐cycloaddition
of
2‐aminophenyl
α,β‐unsaturated
carbonyls
with
in
situ
generated
azaoxyallyl
cations
was
developed,
and
enantioenriched
functionalized
seven‐membered
1,4‐benzodiazepine‐3‐ones
were
obtained
good
yields
excellent
enantioselectivities.
This
approach
also
extended
to
the
δ‐hydroxy
carbonyls,
affording
1,4‐oxazepanes
one
step
under
mild
conditions.
Several
novel
adducts
demonstrated
promising
bioactivity
prevention
peripheral
nerve
degeneration.
magnified
image
Abstract
This
review
introduces
the
synthetic
organic
chemical
value
of
α‐bromocarbonyl
compounds
with
tertiary
carbons.
compound
a
carbon
has
been
used
primarily
only
as
radical
initiator
in
atom
transfer
polymerization
(ATRP)
reactions.
However,
recent
development
photo‐radical
reactions
(around
2010),
research
on
use
alkyl
precursors
became
popular
2012).
As
more
examples
were
reported,
studied
not
radicals
but
also
for
their
applications
organometallic
and
ionic
That
is,
act
nucleophiles
well
electrophiles.
The
carbonyl
group
is
attractive
because
it
allows
skeleton
to
be
converted
after
reaction,
being
applied
total
synthesis.
In
our
survey
until
2022,
can
perform
full
range
necessary
synthesis,
including
multi‐component
reactions,
cross‐coupling,
substitution,
cyclization,
rearrangement,
stereospecific
asymmetric
α‐Bromocarbonyl
have
created
new
trend
alkylation,
which
then
had
limited
reaction
patterns
focuses
how
chemistry.
