Chinese Journal of Organic Chemistry,
Год журнала:
2024,
Номер
44(5), С. 1506 - 1506
Опубликована: Янв. 1, 2024
Carbon
dioxide
(CO2)
is
the
attractive
green
and
renewable
C1
resource,
its
direct
participation
in
organic
synthesis
reactions
as
a
reaction
feedstock
or
promoter,
which
research
direction
advocated
by
chemistry.On
other
hand,
three-component
coupling
considered
to
be
one
of
most
strategies
synthetic
chemistry,
capable
synthesizing
complex
molecules
directly
from
simple
readily
available
raw
materials.Based
on
this,
this
paper
reviews
systems
involving
CO2
material
categorizes
them
according
types
products
generated:
carboxyl,
ester,
carbonyl,
haloalkyl,
cyano
compounds
well
promoter.An
outlook
development
such
also
given.Keywords
carbon
dioxide;
chemistry;
coupling;
promoter
众所周知,
二氧化碳(CO
2
)是主要的温室气体之一,
全球
CO
的排放量巨大并且呈现逐年激增的态势
[1]
.同
时,
也是地球上储量最丰富、廉价、无毒的气
体
[2][3][4]
.从有机化学合成的角度来看,
可以作为合成
有机化合物的可再生
来源,
从环保、经济和可持续
发展的角度看,
这种
的应用策略相比传统的捕获和
存储
模式更具吸引力
[5][6]
.利用
参与有机合成
反应,
通过形成
C-C
和
C-O
等化学键,
能够高效构筑
一系列具有良好生物活性的分子骨架和具有高附加价
值的功能材料等,
且这些有价值的有机化合物具有工业
生产的潜力
[7]
.因此,
基于
这一
源的化学转化一
直备受关注,
目前为止也取得了很多研究成果:
例如,
通过
与光催化
[8]
、电催化
[9]
和连续流
[10]
等反应方式
的结合,
实现多种羧基化、羰基化等产物的合成;
对
C
O
的
还
原
,
实
现化
合
物
烷
基化
、
氰
基
化的
转
化
[11][12]
.另一方面,
多组分反应(MCR)是三种或多种反应物
反应生成单一产物的反应体系.MCR
为生成具有结构
多样性和分子复杂性的复杂分子提供了一种便捷的合
成途径.这些类型的反应具有原子效率高,
反应快速简
单,
省时省能等主要优点,
并且通常对环境友好.因此,
MCR
在生物医学、有机合成和工业化学等各个研究领
域发挥着重要作用
[13]
.在多组分反应中,
众所周知的人
名反应,
Mannich
反应
[14]
Strecker
[15]
Ugi
[16]
Green Synthesis and Catalysis,
Год журнала:
2021,
Номер
3(2), С. 198 - 201
Опубликована: Дек. 24, 2021
3-Thiocyanated
chromones
was
conveniently
synthesized
from
alkynyl
aryl
ketones
using
commercially
available,
inexpensive
trichloroisocyanuric
acid
(TCCA)
as
oxidant
and
NH4SCN
thiocyanato
(SCN)
source.
This
metal-free
approach
is
postulated
to
first
in
situ
generate
thiocyanogen
chloride
(Cl-SCN)
the
reaction
of
TCCA
NH4SCN,
followed
by
a
rare
efficient
electrophilic
thiocyano
oxyfunctionalization
alkynes
enabled
reactive
species
generated
thereof.
Archiv der Pharmazie,
Год журнала:
2021,
Номер
355(3)
Опубликована: Ноя. 11, 2021
Abstract
Acrylonitrile
is
a
fascinating
scaffold
widely
found
in
many
natural
products,
drugs,
and
drug
candidates
with
various
biological
activities.
Several
molecules
such
as
entacapone,
rilpivirine,
teriflunomide,
so
forth,
bearing
an
acrylonitrile
moiety
have
been
marketed.
In
this
review,
diverse
synthetic
strategies
for
constructing
desired
acrylonitriles
are
discussed,
the
different
activities
medicinal
significance
of
derivatives
critically
evaluated.
The
information
gathered
expected
to
provide
rational
guidance
development
clinically
useful
agents
from
acrylonitriles.
Catalysts,
Год журнала:
2022,
Номер
12(1), С. 89 - 89
Опубликована: Янв. 13, 2022
Metal-catalyzed
hydrofunctionalization
reactions
of
alkynes,
i.e.,
the
addition
Y–H
units
(Y
=
heteroatom
or
carbon)
across
carbon–carbon
triple
bond,
have
attracted
enormous
attention
for
decades
since
they
allow
straightforward
and
atom-economic
access
to
a
wide
variety
functionalized
olefins
and,
in
its
intramolecular
version,
relevant
heterocyclic
carbocyclic
compounds.
Despite
conjugated
1,3-diynes
being
considered
key
building
blocks
synthetic
organic
chemistry,
this
particular
class
alkynes
has
been
much
less
employed
when
compared
terminal
internal
monoynes.
The
presence
two
C≡C
bonds
adds
classical
regio-
stereocontrol
issues
associated
with
alkyne
processes’
other
problems,
such
as
possibility
undergo
1,2-,
3,4-,
1,4-monoadditions
well
double
reactions,
thus
increasing
number
potential
products
that
can
be
formed.
In
review
article,
metal-catalyzed
these
challenging
substrates
are
comprehensively
discussed.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(42)
Опубликована: Сен. 2, 2023
Abstract
Sulfur‐containing
alkynes,
are
important
starting
materials
and
intermediates
in
organic
reactions.
Some
of
sulfur‐containing
alkynes
display
interesting
bioactivities
potentially
applied
as
drugs.
Various
synthetic
methodologies
towards
have
been
developed,
including
C(sp)−S
coupling,
thiolation,
S
‐alkynylation,
trifluoromethylthiolation,
etc.
In
this
review,
the
approaches
alkynyl
sulfides
recent
3
years,
well
to
form
trifluoromethyl
alkynylthiocyanates
were
highlighted.
Firstly,
property
application
introduced.
After
presenting
superiority
their
methods
classified
presented
details.
According
different
kinds
for
sulfides,
summarized
proposed
reaction
mechanisms
demonstrated
if
available.
RSC Advances,
Год журнала:
2021,
Номер
11(46), С. 28447 - 28451
Опубликована: Янв. 1, 2021
An
efficient
and
straightforward
palladium-catalyzed
three-component
cascade
bisthiolation
of
terminal
alkynes
arylhydrazines
with
sodium
thiosulfate
(Na2S2O3)
as
the
sulfur
source
for
assembly
functionalized
(Z)-1,2-bis(arylthio)alkene
derivatives
is
described.
Using
0.5
mol%
IPr-Pd-Im-Cl2
catalyst,
a
wide
range
are
well
tolerated,
thus
producing
desired
products
in
good
yields
functional
group
tolerance
excellent
regioselectivity.
Moreover,
this
protocol
could
be
readily
scaled
up,
showing
potential
applications
organic
synthesis
material
science.
Molecules,
Год журнала:
2024,
Номер
29(22), С. 5365 - 5365
Опубликована: Ноя. 14, 2024
New
approaches
for
the
synthesis
of
organic
thio-
and
selenocyanates,
methods
to
incorporate
them
into
more
complex
structures,
including
a
wide
variety
heterocyclic
polycylic
derivatives,
are
reviewed.
Protocols
that
convert
SCN
SeCN
moieties
thio
seleno
derivatives
by
transforming
cyano
group
also
examined.
In
representative
cases,
bioactivity
data
these
classes
compounds
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(30)
Опубликована: Фев. 27, 2023
The
fully
regio-
and
stereoselective
Zn-catalyzed
hydrocyanation
of
ynamides
is
reported
represents
a
general
access
to
various
trisubstituted
E-α-enamidonitriles.
catalyst-free
photoisomerization
selectively
yields
the
energetically
comparable
Z-stereoisomer.
Finally,
synthetic
potential
these
new
α-enamidonitriles
was
evaluated
through
synthesis
original
heterocycles.
European Journal of Inorganic Chemistry,
Год журнала:
2020,
Номер
2020(34), С. 3268 - 3276
Опубликована: Авг. 26, 2020
The
diiron
µ‐vinyliminium
compounds
[Fe
2
Cp
(CO)(µ‐CO){µ‐η
1
:η
3
‐C
HC
NMe(R)}]CF
SO
(R
=
Me,
2a
;
R
Xyl
2,6‐C
6
H
Me
,
2b
η
5
)
reacted
with
grey
selenium,
in
the
presence
of
sodium
methoxide,
to
give
corresponding
Se‐functionalized
derivatives
(Se)C
NMe(R)}],
3a
–
b
ca.
50
%
yields.
monoiron
zwitterionic
complex
[FeCp(CO){SeC
(NMe
)C
H}],
4
was
obtained
as
a
side‐product
(31
%)
reaction
leading
.
treatment
3b
S
8
/NaOMe
afforded
2‐ferra‐thiophene
[FeCp(CO){SC
NMe(Xyl)}],
49
yield.
straightforward
reactions
two‐fold
excess
dialkylacetylenedicarboxylates
led
functionalized
3‐amino‐selenophenes
appended
frame
through
bridging
allylidene
ligand,
7
(CO
R)C
SeC
)}]
6a
Et,
6b
t
Bu,
6c
),
approximately
synthesis
c
is
result
two
distinct
modes
reactivity
exhibited
by
alkyne
reactant
one
pot,
i.e.
1,3‐dipolar
cycloaddition
C
and
Se
atoms
insertion
into
Fe‐µ‐alkylidene.
All
products
were
characterized
means
elemental
analysis,
IR
multinuclear
NMR
spectroscopy,
molecular
structure
elucidated
single‐crystal
X‐ray
diffraction
study.
Asian Journal of Organic Chemistry,
Год журнала:
2022,
Номер
11(12)
Опубликована: Ноя. 17, 2022
Abstract
A
transition‐metal
free
thio/selenocyanation
of
o
‐alkenyl
benzoic
acids
via
the
electrophilic
Cl−S(Se)CN
species,
in‐situ
generated
from
inorganic
thio/selenocyanating
salt
and
PhICl
2
,
has
been
realized
under
mild
reaction
conditions.
This
protocol
offers
a
divergent
synthesis
thio/selenocyanated
isobenzofuranones
isocoumarins,
depending
on
substitution
type
substrates.