Pharmaceutical Fronts,
Journal Year:
2024,
Volume and Issue:
06(03), P. e237 - e251
Published: Aug. 6, 2024
Chiral
polyheterocycles
represent
an
important
class
of
compounds
because
their
prevalence
in
bioactive
natural
products
and
chiral
drugs.
Pd-catalyzed
allylic
substitution
is
a
powerful
synthetic
tool
for
forming
C–C
C–X
bonds
(X
=
N,
O,
S,
etc.).
Naturally,
asymmetric
cascade
reactions
that
utilize
are
undoubtedly
efficient
pathways
to
construct
heterocycles.
In
this
article,
we
reviewed
the
via
desymmetrization
meso-diol
diesters
cycloolefins,
construction
derivatives.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(8), P. 1263 - 1267
Published: Feb. 16, 2023
A
general
and
metal-free
protocol
for
the
construction
of
benzo[b]fluorenyl
thiophosphates
was
developed
through
cascade
cyclization
easily
prepared
diynols
(RO)2P(O)SH,
with
water
as
only
byproduct.
The
novel
transformation
involved
allenyl
thiophosphate
key
intermediate,
followed
by
Schmittel-type
to
achieve
desired
products.
Notably,
(RO)2P(O)SH
acted
not
a
nucleophile
but
also
an
acid-promoter
initiate
reaction.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(3), P. 1635 - 1648
Published: Jan. 17, 2023
Benzoheteroles
are
valuable
scaffolds
in
medicinal
chemistry,
but
the
direct
synthesis
of
3-vinyl
benzoheterole
analogues
remains
unexplored.
A
rationally
designed
new
class
1,6-enyne-containing
propargylic
alcohols
has
been
prepared
for
modular
3-alkenyl
benzoheteroles.
Ag-catalyzed
cascade
radical
sulfonylative-cycloannulation
1,6-enynols
with
sodium
sulfinates
is
realized
to
access
a
wide
variety
2,3-disubstituted
benzoheteroles
good
high
yields.
Moreover,
three-component
coupling
1,6-enynols,
aryldiazonium
salts,
and
Na2S2O5
(as
an
SO2
surrogate)
achieved
deliver
derivatives
moderate
Of
note,
scalable
reaction
late-stage
synthetic
transformations
were
successfully
demonstrated.
plausible
mechanism
also
presented
based
on
existing
experimental
results
control
experiments.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(12), P. 2659 - 2677
Published: April 4, 2024
Abstract
Propargylic
alcohols
are
regarded
as
a
class
of
readily
available
and
versatile
synthons
in
organic
synthesis.
Due
to
their
unique
bifunctional
character,
the
transformation
propargylic
has
been
widely
utilized
powerful
strategy
for
construction
various
functionalized
frameworks
over
past
few
decades.
Recently,
radical
attracted
considerable
attention
synthetic
chemistry.
This
review
summarizes
recent
progress
alcohols.
Based
on
different
mechanisms
formation
underlying
these
transformations,
this
divided
into
four
parts:
(1)
transition‐metal
catalyzed
transformation;
(2)
photo‐induced
(3)
electro‐induced
(4)
metal‐free
or
oxidant‐mediated
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(9), P. 6416 - 6427
Published: April 15, 2024
A
novel
conversion
of
1,5-diynols
into
sulfonylated
benzo[b]fluorenes
is
reported
by
a
TFA-promoted
cascade
cyclization
with
sodium
sulfinates
under
mild
conditions.
This
strategy
provides
an
efficient
and
practical
approach
for
accessing
various
sulfonated
in
moderate
to
excellent
yields
metal-free
On
the
basis
control
experimental
results
density
functional
theory
calculations,
possible
transformation
mechanism
consisting
dehydration
propargylic
alcohols,
sulfonylation,
allenylation,
Schmittel-type
proposed.
It
worth
noting
that
TFA
played
important
role
this
cyclization,
which
promoted
C–SO2R
bond
cleavage
sulfone
intermediate
form
allenyl
sulfones,
followed
give
target
product.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 26, 2024
A
chlorotrimethylsilane
(TMSCl)-mediated
cascade
phosphorylation
and
cycloisomerization
of
enynones
with
diphenylphosphine
oxides
is
presented.
This
methodology
enables
the
highly
selective
synthesis
monophosphorylated
2
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(20), P. 14571 - 14586
Published: Oct. 4, 2023
An
efficient
and
practical
cascade
cyclization
of
1,5-diynols
with
(RO)2P(O)SH
as
the
acid
promoter
nucleophile
under
mild
conditions
was
developed.
A
variety
highly
substituted
benzo[b]fluorenyl-containing
S-alkyl
phosphorothioates
were
successfully
constructed
in
moderate
to
excellent
yields.
Furthermore,
this
protocol
exhibited
good
functional
group
tolerance,
a
broad
substrate
scope,
potential
applications,
water
only
byproduct.
The
reaction
proceeded
allenyl
thiophosphate
key
intermediate,
followed
by
Schmittel-type
process
produce
target
product.
