Handbook of CH‐Functionalization,
Journal Year:
2022,
Volume and Issue:
unknown, P. 1 - 68
Published: Nov. 29, 2022
Abstract
The
advancement
of
CH/CH
cross‐dehydrogenative
coupling
(CDC)
reactions
for
the
construction
C(sp
2
)C(sp
)
bond
with
representative
examples
from
mainly
2016
to
May
2021
is
overviewed.
Palladium‐catalyzed
CDC
reaction
has
been
considered
as
a
modern
and
attractive
synthetic
tool
due
(i)
limited
amount
undesired
toxic
by‐products;
(ii)
more
straightforward
approach
simple
materials,
resulting
in
better
step‐
atom
economy.
Diversified
applications
across
pharmaceutical
material
areas
have
successfully
realized.
In
addition
ordinary
reaction,
most
recent
accomplishments
asymmetric
process
are
also
included.
Marine Drugs,
Journal Year:
2021,
Volume and Issue:
19(9), P. 514 - 514
Published: Sept. 10, 2021
Nitrogen
heterocycles
are
essential
parts
of
the
chemical
machinery
life
and
often
reveal
intriguing
structures.
They
not
only
widespread
in
terrestrial
habitats
but
can
also
frequently
be
found
as
natural
products
marine
environment.
This
review
highlights
important
class
pyrrole
alkaloids,
well-known
for
their
diverse
biological
activities.
A
broad
overview
alkaloids
with
a
focus
on
isolation,
activities,
synthesis,
derivatization
covering
decade
from
2010
to
2020
is
provided.
With
relevant
structural
subclasses
categorized,
this
shall
provide
clear
timely
synopsis
area.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(5), P. 1495 - 1622
Published: Jan. 1, 2024
A
general
and
authoritative
literature
overview
on
Pd-catalyzed
cross-dehydrogenative
coupling
reactions
of
(hetero)arenes
from
the
origins
to
2023,
where
not
only
synthetic
aspects
were
described
but
also
most
relevant
mechanistic
features.
Marine Drugs,
Journal Year:
2022,
Volume and Issue:
21(1), P. 37 - 37
Published: Dec. 31, 2022
Coumarin
and
its
derivatives
have
significantly
attracted
the
attention
of
medicinal
chemists
chemical
biologists
due
to
their
huge
range
biological,
in
particular,
pharmacological
properties.
Interesting
families
coumarins
been
found
from
marine
sources,
which
has
accelerated
drug
discovery
process
by
inspiring
innovation
or
even
identification
analogues
with
remarkable
biological
The
purpose
this
review
is
showcase
most
interesting
marine-derived
a
chemistry
point
view,
as
well
novel
useful
synthetic
routes
described
date
achieve
these
structures.
references
that
compose
overview
were
collected
PubMed,
Mendeley
SciFinder.
Molecules,
Journal Year:
2024,
Volume and Issue:
29(17), P. 4032 - 4032
Published: Aug. 26, 2024
Lamellarins
are
natural
products
with
a
[3,4]-fused
pyrrolocoumarin
skeleton
possessing
interesting
biological
properties.
More
than
70
members
have
been
isolated
from
diverse
marine
organisms,
such
as
sponges,
ascidians,
mollusks,
and
tunicates.
There
is
continuous
interest
in
the
synthesis
of
these
compounds.
In
this
review,
synthetic
strategies
for
title
compounds
presented
along
their
Three
routes
followed
lamellarins.
Initially,
pyrrole
derivatives
starting
or
intermediate
compounds,
then
they
fused
to
isoquinoline
coumarin
moiety.
Second,
compound
an
indole
last
route,
coumarins
which
moiety
scaffold.
The
isolamellarins,
azacoumestans,
isoazacoumestans,
analogues
also
described.
above
achieved
via
metal-catalyzed
cross-coupling,
[3
+
2]
cycloaddition,
substitution,
lactonization
reactions.
exhibit
cytotoxic,
multidrug
resistance
(MDR),
topoisomerase
I-targeted
antitumor,
anti-HIV,
antiproliferative,
anti-neurodegenerative
disease,
anti-inflammatory
activities.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(6)
Published: Jan. 9, 2024
Abstract
Several
N
‐ethoxycarbonylmethyl
enaminones,
prepared
by
Eschenmoser
sulfide
contraction
between
‐(ethoxycarbonylmethyl)pyrrolidine‐2‐thione
and
various
ortho
‐oxygenated
phenacyl
halides,
underwent
cyclisation
to
give
ethyl
6‐aryl‐2,3‐dihydro‐1
H
‐pyrrolizine‐5‐carboxylates
upon
microwave
heating
with
silica
gel
in
xylene.
With
enaminones
made
from
‐hydroxyphenacyl
not
only
did
dihydropyrrolizine
formation
take
place,
but
spontaneous
lactonisation
also
occurred
9,10‐dihydrochromeno[4,3‐
b
]pyrrolizin‐6(8
)‐ones.
Bromination
Suzuki‐Miyaura
arylation
of
these
chromenopyrrolizines
at
the
free
C−H
site
on
pyrrole
ring
afforded
four
analogues
lamellarin
alkaloids
which
a
pyrrolidine
replaces
isoquinoline
system
fused
polycyclic
core.
The
product
11‐(3,4‐dimethoxyphenyl)‐2,3‐dimethoxy‐9,10‐dihydrochromeno[4,3‐
)‐one,
particular,
is
congener
well‐known
G
trimethyl
ether.
Preliminary
results
pertaining
an
extension
chromenone‐fused
indolizines
are
reported.
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(19), P. 13388 - 13401
Published: Sept. 21, 2021
A
bottom-up
synthesis
of
lamellarins
G,
J,
L,
and
Z
was
achieved
via
one-pot
halogen
dance/Negishi
coupling
a
lithiated
dibromopyrrole
derivative.
The
easily
accessible
bearing
an
ester
moiety
underwent
dance
smoothly
at
−78
°C
within
10
min.
resultant
α-pyrrolyllithium
transmetalated
to
the
corresponding
organozinc
species,
which
then
coupled
with
aryl
iodide
in
presence
catalytic
palladium
provide
fully
substituted
pyrrole.
Subsequent
halogen–lithium
exchange
performed
incorporate
boronate
group
exclusively
β
position
proximal
moiety.
This
synthetic
intermediate
allowed
stepwise
diarylation
for
total
Z.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(9), P. 6444 - 6453
Published: April 25, 2022
The
1,3-dipolar
cycloaddition
reaction
of
isoquinolinium
ylides
to
nitrostilbenes
provides
an
approach
1,2-diarylpyrrolo[2,1-a]isoquinolinium-3-carboxylates
and
then
a
complete
hexacyclic
lamellarin
core.
New Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
47(48), P. 22246 - 22268
Published: Jan. 1, 2023
This
review,
from
2016
to
2022,
summarizes
advances
in
the
synthesis
of
2-
and
4-chromenones
fused
five-membered
ring
pyrrolo[2,1-
a
]isoquinolines
diverse
orientations
highlighting
modes
construction
by
classical
transition
metal-catalyzed
methods.
