Asian Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
13(1)
Published: Nov. 21, 2023
Abstract
A
wide
range
of
polyaryl
compounds
(π‐extended
biaryls)
including
terphenyls,
tetraphenyls,
pentaphenyls,
and
hexaphenyls
were
assembled
in
a
single
operation
Pd(II)‐catalyzed
C−H
coupling
biaryl
carboxamides
iodobiaryls.
Traditionally,
cross‐coupling
protocols
involving
organometallic
reagents
employed
to
assemble
the
core
structure
π‐extended
biaryls
(polyphenylenes
or
polyaryls).
The
pre‐assembling
is
limitation
investigations
pertaining
aryl‐aryl
reactions
affording
polyaryls
(polyphenylenes).
We
report
application
bidentate
directing
group
(DG)‐aided
arylation
method
for
constructing
motifs
using
biaryl‐based
iodobiaryls
as
partners
operation.
current
investigation
on
DG‐aided
with
expected
serve
useful
route
enrich
library
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(93), P. 12967 - 12970
Published: Jan. 1, 2022
Azobenzene-based
unnatural
amino
acid
motifs
were
constructed
via
the
Pd(
ii
)-catalyzed
diastereoselective
β-C(sp
3
)–H
arylation
and
Mills
azo
coupling
tactics.
Asian Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
11(12)
Published: Nov. 17, 2022
Abstract
Expanding
the
availability,
scope,
and
limitations
of
directing
groups
(DGs)
for
executing
site‐selective
C−H
activation
functionalization
substrate
scope
development
are
valuable
efforts.
This
paper
reports
extension
utility
4‐amino‐2,1,3‐benzothiadiazole
(ABTD)
group
in
Pd(II)‐catalyzed
arylation
remote
sp
2
/sp
3
γ‐C−H
bonds
aromatic
carboxamides
β
‐C−H
amino
acid
carboxamides.
The
performance
ABTD
DG
was
compared
with
other
known
DGs.
For
example,
we
have
observed
that
mono
methyl
alanine
carboxamide
possessing
iodopyridine
yielded
pyridylalanine
derivative.
Conversely,
same
reaction
using
8‐AQ
did
not
yield
expected
Furthermore,
2,1,3‐benzothiadiazole
moiety‐containing
compounds
an
important
class
molecules
materials
chemistry
medicinally
relevant
molecules.
While
this
work
reveals
as
including
derivatives.
On
hand,
indirectly
process
ABTD‐aided
reactions
has
enabled
to
accomplish
synthesis
a
library
moiety
containing
new
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(25)
Published: May 4, 2024
Abstract
We
report
the
construction
of
C5‐indole
unnatural
amino
acid
derivatives
via
diastereoselective
Pd(II)‐catalyzed
prochiral
β
‐C(sp
3
)‐H
arylation
racemic
(DL),
and
enantiopure
L‐
D‐carboxamides
acids
with
5‐iodoindoles.
Independently,
indole‐based
compounds
motifs
are
important
small
molecules
in
organic
synthesis
drug
discovery
research.
This
aimed
to
contribute
enriching
library
derivatives.
The
examples
motif‐installed
comprising
norvaline,
phenylalanine,
leucine,
norleucine,
2‐aminooctanoic
having
anti‐
stereochemistry
was
accomplished.
motif‐containing
non‐
α
‐amino
(aminoalkanoic
acid)
also
reported.
C−H
reactions
carboxamides
5‐iodoindoles
afforded
corresponding
indole
good
diastereoselectivity
(
anti
,
dr
>95
:
5
enantiopurity
er
up
99
1).
Removal
directing
group
(8‐aminoquinoline),
phthalimide
preparation
esters
free
group‐containing
were
shown.
utility
methodology
shown
by
synthesizing
pyrrolidone
peptide
molecules.
major
)
diastereomers
ascertained
from
X‐ray
structure
a
representative
compound.
Synthesis,
Journal Year:
2023,
Volume and Issue:
55(24), P. 4113 - 4144
Published: Aug. 2, 2023
Abstract
We
report
the
Pd(II)-catalyzed,
picolinamide-directed
δ-C(sp2)–H
(ortho)
functionalization
of
phenylalaninol
scaffolds.
Assembling
δ-C–H
arylated,
alkylated,
benzylated,
alkenylated,
brominated,
and
iodinated
scaffolds
was
accomplished.
The
arylation
reaction
occurred
under
neat
conditions.
Hydrolysis
picolinamide
moiety
synthetic
utility
arylated
substrates
were
explored.
have
also
shown
preparation
some
modified
Matijin–Su
(aurantiamide)
derivatives
using
bis
compounds
obtained
from
(Matijin–Su
is
an
anti-HBV
agent
possessing
unit).
Considering
importance
phenylalaninols,
this
work
contributes
to
expanding
library
demonstrates
substrate
scope
development
in
remote
reactions.
Asian Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
13(1)
Published: Nov. 21, 2023
Abstract
A
wide
range
of
polyaryl
compounds
(π‐extended
biaryls)
including
terphenyls,
tetraphenyls,
pentaphenyls,
and
hexaphenyls
were
assembled
in
a
single
operation
Pd(II)‐catalyzed
C−H
coupling
biaryl
carboxamides
iodobiaryls.
Traditionally,
cross‐coupling
protocols
involving
organometallic
reagents
employed
to
assemble
the
core
structure
π‐extended
biaryls
(polyphenylenes
or
polyaryls).
The
pre‐assembling
is
limitation
investigations
pertaining
aryl‐aryl
reactions
affording
polyaryls
(polyphenylenes).
We
report
application
bidentate
directing
group
(DG)‐aided
arylation
method
for
constructing
motifs
using
biaryl‐based
iodobiaryls
as
partners
operation.
current
investigation
on
DG‐aided
with
expected
serve
useful
route
enrich
library
