European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 16, 2024
Abstract
A
method
for
the
synthesis
of
symmetrical
and
unsymmetrical
3,3′‐bis(indolyl)methanes
(3,3′‐BIMs)
has
been
developed
through
direct
heteroarylation
indolyl‐containing
di(hetero)aryl
phosphonium
salts
with
indole
derivatives
in
aqueous
media.
This
metal‐free
reaction
proceeds
smoothly
under
mild
conditions,
eliminating
need
hazardous
solvents
expensive
additives/catalysts
typically
used
conventional
routes,
thereby
highlighting
synthetic
practicality
efficiency
process.
The
success
this
approach
is
largely
attributed
to
role
water
as
a
promoter,
facilitating
C−P
bond
functionalization
salts.
Furthermore,
demonstrates
broad
substrate
scope,
good
functional
group
tolerance,
excellent
scalability.
Moreover,
protocol
can
also
be
extended
triindolylmethane
compound
diarylmethylated
indole.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(14), P. 10299 - 10310
Published: July 2, 2024
A
three-component
strategy
was
developed
to
enable
hydrodefluoroamination
of
β-trifluoromethyl
enones
by
selectively
activating
two
C(sp3)-F
bonds
in
the
trifluoromethyl
group.
The
method
involved
a
sequence
carbonyl
reduction,
hydrodefluorination,
and
defluoroamination
under
transition-metal-free
conditions.
Synthetically
useful
(E)-stereospecific
α-fluoroenamides
were
obtained
good
yields
with
diverse
functional
group
tolerance,
which
could
be
easily
transformed
into
valuable
organofluorides
heterocycles.
auxiliary
exerts
both
electronic
steric
impacts
on
CF3-alkenes,
allowing
for
controllable
selective
defluorination.
