Pd-Catalyzed Coupling of Aryl Chloride, Isocyanides, and Thiocarboxylate To Synthesize Thioamides
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 7, 2025
Although
aryl
chlorides
are
among
the
most
abundant
and
stable
aromatic
electrophiles,
coupling
of
with
isocyanides
has
remained
an
unsolved
challenge.
Herein,
we
report
a
general
transformation
chlorides,
isocyanides,
thiocarboxylates
to
synthesize
thioamides.
The
sterically
hindered
electron-rich
Josiphos
ligand
significantly
facilitates
rate-determining
oxidative
addition
step
reduces
toxicity
toward
metal
center.
combination
thiocarboxylate
as
nucleophile
ligands
enabled
coupling-tolerated
various
1°,
2°,
3°
which
provides
rapid,
efficient,
versatile
method
for
synthesis
large
quantities
thioamides,
including
those
pharmaceutical
relevance.
Язык: Английский
Hydrogen bond-promoted regio- and stereoselective synthesis of isoindoline derivatives through Pd-catalyzed isocyanide insertion reaction involving aziridines
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(6), С. 1775 - 1781
Опубликована: Янв. 1, 2024
We
have
successfully
demonstrated
an
efficient
and
practical
Pd-catalyzed
reaction
between
aziridine
isocyanide,
leading
to
the
synthesis
of
isoindoline
derivatives
in
moderate
good
yields.
Язык: Английский
Sodium Carbonate-Promoted Formation of 5-Amino-1,2,4-thiadiazoles and 5-Amino-1,2,4-selenadiazoles with Elemental Sulfur and Selenium
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
89(1), С. 101 - 110
Опубликована: Дек. 10, 2023
Sodium
carbonate-promoted
facile
synthesis
of
5-amino-1,2,4-thiadiazoles
and
5-amino-1,2,4-selenadiazoles
with
elemental
sulfur
selenium,
respectively,
was
developed.
This
method
carried
out
O2
in
the
air
as
green
oxidant,
it
has
several
advantages,
including
low
cost,
toxicity,
stable
selenium
sources,
good
to
excellent
yields
water
sole
byproduct,
simple
operation,
a
broad
substrate
scope.
Preliminary
mechanistic
studies
indicate
that
formation
1,2,4-thiadiazole
ring
1,2,4-selenadiazole
undergoes
different
processes.
Язык: Английский
Sodium carbonate-promoted formation of 5-amino-1,2,4-thiadiazoles and 5-amino-1,2,4-selenadiazoles with elemental sulfur and selenium
Authorea (Authorea),
Год журнала:
2023,
Номер
unknown
Опубликована: Июль 6, 2023
Sodium-carbonate-promoted
green
and
facile
synthesis
of
5-amino-1,2,4-thiadiazoles
5-amino-1,2,4-selenadiazoles
with
elemental
sulfur
selenium,
respectively,
was
developed.
This
method
carried
out
O2
in
the
air
as
oxidant,
it
has
several
advantages,
including
low
cost,
toxicity,
stable
selenium
sources,
high
atom
efficiency
water
sole
byproduct,
simple
operation,
broad
substrate
scope.
Preliminary
mechanistic
studies
indicate
that
formation
1,2,4-thiadiazole
ring
1,2,4-selenadiazole
undergoes
different
processes.
Язык: Английский