Asian Journal of Organic Chemistry,
Journal Year:
2020,
Volume and Issue:
9(8), P. 1133 - 1143
Published: June 16, 2020
Abstract
Pyridinium
ylide
is
a
versatile
building
block
in
synthetic
organic
chemistry,
especially
the
synthesis
of
N
‐heterocycles.
In
this
minireview,
we
have
summarized
advances
[3+2]‐cycloaddition
catalytically
generated
pyridinium
for
indolizines
(since
1970s).
Accordingly,
discussed
article
situ
from
carbene
precursors
and
‐heteroarenes
under
catalytic
conditions,
including
photocatalysis/thermocatalysis,
metal‐catalysis.
The
metal‐catalyzed
version
main
focus,
which
classified
based
on
type
dipolarophiles,
alkyne
alkene,
each
class
further
subdivided
according
to
metal
catalysts
used
these
reactions.
analogous
vinyl
with
pyridines,
formation
other
or
different
‐heteroarenes,
been
also
included
herein
separately.
ChemCatChem,
Journal Year:
2017,
Volume and Issue:
10(3), P. 488 - 496
Published: Sept. 18, 2017
Abstract
Over
the
past
decade,
vinyldiazo
compounds
have
provided
mild,
efficient,
and
highly
selective
methods
for
construction
of
heterocycles
carbocycles.
Dinitrogen
extrusion
with
suitable
catalysts
provides
carbon
framework
[3+
n
]
cycloaddition
a
large
variety
dipolarophiles.
This
minireview,
covering
latest
achievements
in
field
metal‐catalyzed
cyclization
reactions
reagents,
focuses
on
reagent‐
or
catalyst‐dependent
chemodivergence:
different
reagents
metal
direct
to
pathways
that
give
reaction
outcomes.
Accordingly,
nitrosoarenes,
nitrones,
indoles,
other
diazo
are
chosen
showcase
controllable
versatility
combination
catalysts.
Angewandte Chemie International Edition,
Journal Year:
2018,
Volume and Issue:
57(49), P. 16185 - 16189
Published: Oct. 19, 2018
Cycloadditions
are
powerful
processes
to
synthesize
complex
polycyclic
scaffolds.
Herein,
we
disclose
a
[4+3]-cycloaddition
between
an
in
situ
generated
ortho-quinone
methide
and
isomünchnone
yield
oxa-bridged
oxazocine
cores,
generating
N2
H2
O
as
the
sole
by-products.
Using
only
catalytic
amounts
of
camphorsulfonic
acid,
it
is
possible
generate
both
reactive
intermediates
one
step,
eliminating
need
for
rhodium
catalysts
generally
employed
formation.
Spectroscopic
data
X-ray
crystallography
indicate
formation
syn
diastereomer,
with
main
side-product
arising
from
hydrate
participating
competing
[4+2]-cycloaddition
pathway.
Chemical Science,
Journal Year:
2021,
Volume and Issue:
12(27), P. 9466 - 9474
Published: Jan. 1, 2021
A
copper-catalyzed
asymmetric
cyclization
of
alkenyl
diynes
involving
a
vinylic
C(sp2)–H
functionalization
is
reported,
enabling
the
construction
various
valuable
chiral
polycyclic-pyrroles
in
high
yields
and
enantioselectivities.
Asian Journal of Organic Chemistry,
Journal Year:
2020,
Volume and Issue:
9(8), P. 1133 - 1143
Published: June 16, 2020
Abstract
Pyridinium
ylide
is
a
versatile
building
block
in
synthetic
organic
chemistry,
especially
the
synthesis
of
N
‐heterocycles.
In
this
minireview,
we
have
summarized
advances
[3+2]‐cycloaddition
catalytically
generated
pyridinium
for
indolizines
(since
1970s).
Accordingly,
discussed
article
situ
from
carbene
precursors
and
‐heteroarenes
under
catalytic
conditions,
including
photocatalysis/thermocatalysis,
metal‐catalysis.
The
metal‐catalyzed
version
main
focus,
which
classified
based
on
type
dipolarophiles,
alkyne
alkene,
each
class
further
subdivided
according
to
metal
catalysts
used
these
reactions.
analogous
vinyl
with
pyridines,
formation
other
or
different
‐heteroarenes,
been
also
included
herein
separately.
