Chemistry - An Asian Journal,
Journal Year:
2022,
Volume and Issue:
18(2)
Published: Dec. 2, 2022
The
cascade
sequential
reaction
of
α-keto
acids,
1-iodoalkynes,
and
alkyl
halides
are
reported
herein
to
synthesize
tetra-substituted
vinyl
iodides.
It
represents
an
efficient
protocol
access
a
diverse
range
iodides
starting
from
simple
materials
in
one-pot
fashion,
featuring
mild
conditions,
ease
operation,
broad
substrate
scope.
Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(34)
Published: June 27, 2023
Abstract
The
third
position
of
cyclopentadienyl
ring
a
monosubstituted
ferrocene
has
remained
as
an
inaccessible
chemical
space
for
direct
functionalization.
Until
recently,
functionalizing
the
C(3)‐position
while
bypassing
predominantly
active
C(2)‐position
is
most
challenging
task.
Herein,
we
report
distal
C−H
functionalization
ferrocenes
using
easily
removable
directing
group
with
precise
site‐selectivity,
under
Pd
II
/
mono‐
N
‐protected
amino‐acid
ligand
catalytic
system.
robust
synthetic
protocol
leads
to
synthesis
1,3‐derivatives
broad
scope
in
olefins
ferrocenyl
methylamine
moderate
good
yields
via
highly
strained
appended
12‐membered
palladacycle
intermediate.
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown, P. 17460 - 17468
Published: Nov. 12, 2024
Herein,
we
report
a
regio-and
stereoselective
distal
C–H
functionalization
protocol
for
ferrocenes,
leading
to
the
synthesis
of
planar
chiral
ferrocene-1,3-derivatives
by
Catellani-type
reaction.
The
successful
Pd(II)/norbornene
catalyst
combination
can
reach
inaccessible
reaction
site
ferrocene
and
accomplishes
selective
C(3)-arylation
ferrocenyl
methylamine.
ligand-controlled
synergistic
Pd/norbornene
metal–organic
cooperative
catalysis
under
aerobic
conditions
successfully
provides
an
array
in
moderate-to-good
yields
with
good
enantio-
diastereoselectivities.
A
unique
class
1,3-ligands,
including
PPFA-like
pincer
type
ligands
bearing
central
chirality,
has
been
synthesized
following
this
synthetic
methodology.
Chemistry - An Asian Journal,
Journal Year:
2022,
Volume and Issue:
18(2)
Published: Dec. 2, 2022
The
cascade
sequential
reaction
of
α-keto
acids,
1-iodoalkynes,
and
alkyl
halides
are
reported
herein
to
synthesize
tetra-substituted
vinyl
iodides.
It
represents
an
efficient
protocol
access
a
diverse
range
iodides
starting
from
simple
materials
in
one-pot
fashion,
featuring
mild
conditions,
ease
operation,
broad
substrate
scope.