Chinese Journal of Organic Chemistry,
Год журнала:
2022,
Номер
42(9), С. 2888 - 2888
Опубликована: Янв. 1, 2022
Visible
light
is
an
ideal
"tool"
for
the
green
chemical
synthesis.Visible
light-induced
reactions
show
such
advantages
as
mild
reaction
conditions,
simple
equipments
and
less
by-products.Therefore,
it
has
gradually
become
important
method
in
organic
synthesis.Herein
blue
induced
LiBr-promoted
carbene
insertion
of
diazoesters
into
C(CO)-C
bonds
1,3-diones
synthesis
a
wide
range
all-carbon
quaternary
center-containing
1,4-dione
derivatives
reported.The
features
good
substrate
universality
functional
group
compatibility,
therefore
efficient
strategy
1,4-diones.Keywords
light;
Lewis
acid;
carbene;
1,3-dione;
carbon-carbon
bond
cleavage
酮类化合物是天然产物和合成分子中常见的结构
单元,
也是有机合成化学中最基本的合成原料之一
[1]
.样的
1,4-二羰基化合物.随后,
金毅课题组
[4]
发现在银
催化剂存在下,
β-烯胺酮类化合物也可实现碳-碳键的
卡宾插入/环化串联反应,
生成多取代的吡咯化合物.此
外,
我们课题组实现了铑催化的
1,3-二酮
键
的多组分插入反应
[5]
以及钌催化的
1,3-二酮与锍氧叶立
德卡宾前体的脱酰基偶联反应
[6]
.以上反应均需要过渡
金属催化剂的参与,
因此发展条件温和、无过渡金属参
与的
1,3-二羰基化合物与卡宾前体的反应将具有重要意
义.近年来,
蓝光诱导重氮化合物产生卡宾的反应获得
了深入研究
[7]
.目前已经实现了卡宾中间体参与的各类
插入反应,
包括
X-H
插入反应(X＝O,
N,
S,
Si)
[8]
和
X-C
S)
[9]
.此外,
蓝光诱导重氮化合物参
与的环丙烷、环丙烯
[10]
以及多取代烯烃的合成已有报
Green Chemistry,
Год журнала:
2023,
Номер
25(20), С. 8057 - 8067
Опубликована: Янв. 1, 2023
A
green
synthetic
approach
to
prepare
racemic
or
enantioenriched
multisubstituted
α-pyrones
through
the
K
2
CO
3
-catalyzed
formal
C(CO)–C
bond
insertion
reaction
of
ketenimines
with
1,3-diketones
was
developed.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(9), С. 1989 - 1995
Опубликована: Март 8, 2024
Abstract
We
report
here
a
formal
insertion
of
metal
carbene
complex
in
single
carbon‐carbon
bond.
This
behavior
occurs
with
the
participation
an
α‐imino
gold
complex,
generated
from
benzofused
triazapentalenes
or,
one‐pot
procedure,
their
1‐propargyl‐1
H
‐benzotriazole
precursors,
and
gold‐catalytically
activated
ynamides.
As
result,
3
‐indole
derivatives
were
obtained,
formation
quaternary
center.
A
computational
analysis
carried
out
on
reaction
mechanism
indicates
that
bulkiness
ligand
plays
key
role
forcing
conformation,
which
includes
aromatic
interactions,
favors
approximation
carbenic
carbon
to
reactive
site.
In
addition,
negative
crossover
experiment
rules
cationic
arene
migration
pathway.
Organic Letters,
Год журнала:
2024,
Номер
26(23), С. 4887 - 4892
Опубликована: Июнь 6, 2024
The
first
insertion
of
an
alkynyl
carbene
into
N–H
bonds
under
Rh-catalysis
is
developed.
Alkynyl
hydrazone
carboxylates
are
used
as
donor–acceptor
precursors
and
exquisitely
inserted
the
various
amines,
amides,
1,2-diamines.
A
wide
variety
3-alkynyl
3,4-dihydroquinoxalin-2(1H)-ones
densely
functionalized
α-alkynyl
α-amino
esters
obtained
in
good
to
excellent
yields.
Further,
chemoselective
reactions,
mechanistic
studies,
synthetic
transformations
for
obtaining
valuable
heterocycles
demonstrated.
Physical Chemistry Chemical Physics,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
The
mechanism,
regioselectivity,
and
chemoselectivity
in
a
gold-catalyzed
oxidative
cyclization
of
diynones
with
alcohols
to
give
furan-3-carboxylate
derivatives
were
explored
by
density
functional
theory
(DFT).
obtained
results
revealed
that
the
first
step
global
reaction
involves
nucleophilic
attack
pyridine-
Chinese Journal of Organic Chemistry,
Год журнала:
2022,
Номер
42(9), С. 2888 - 2888
Опубликована: Янв. 1, 2022
Visible
light
is
an
ideal
"tool"
for
the
green
chemical
synthesis.Visible
light-induced
reactions
show
such
advantages
as
mild
reaction
conditions,
simple
equipments
and
less
by-products.Therefore,
it
has
gradually
become
important
method
in
organic
synthesis.Herein
blue
induced
LiBr-promoted
carbene
insertion
of
diazoesters
into
C(CO)-C
bonds
1,3-diones
synthesis
a
wide
range
all-carbon
quaternary
center-containing
1,4-dione
derivatives
reported.The
features
good
substrate
universality
functional
group
compatibility,
therefore
efficient
strategy
1,4-diones.Keywords
light;
Lewis
acid;
carbene;
1,3-dione;
carbon-carbon
bond
cleavage
酮类化合物是天然产物和合成分子中常见的结构
单元,
也是有机合成化学中最基本的合成原料之一
[1]
.样的
1,4-二羰基化合物.随后,
金毅课题组
[4]
发现在银
催化剂存在下,
β-烯胺酮类化合物也可实现碳-碳键的
卡宾插入/环化串联反应,
生成多取代的吡咯化合物.此
外,
我们课题组实现了铑催化的
1,3-二酮
键
的多组分插入反应
[5]
以及钌催化的
1,3-二酮与锍氧叶立
德卡宾前体的脱酰基偶联反应
[6]
.以上反应均需要过渡
金属催化剂的参与,
因此发展条件温和、无过渡金属参
与的
1,3-二羰基化合物与卡宾前体的反应将具有重要意
义.近年来,
蓝光诱导重氮化合物产生卡宾的反应获得
了深入研究
[7]
.目前已经实现了卡宾中间体参与的各类
插入反应,
包括
X-H
插入反应(X＝O,
N,
S,
Si)
[8]
和
X-C
S)
[9]
.此外,
蓝光诱导重氮化合物参
与的环丙烷、环丙烯
[10]
以及多取代烯烃的合成已有报
