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Rh(I)-catalyzed cyclization of 1-arylprop-2-yn-1-ol derivatives utilizing rhodium 1,4-migration
被引:100
作者
:
Yamabe, H
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Yamabe, H
[
1
]
Mizuno, A
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Mizuno, A
[
1
]
论文数:
引用数:
h-index:
机构:
Kusama, H
[
1
]
Iwasawa, N
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Iwasawa, N
[
1
]
机构
:
[1]
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
2005年
/ 127卷
/ 10期
关键词
:
D O I
:
10.1021/ja042581o
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
A highly useful method for the construction of cyclopentanone derivatives fused with aromatic ring based on hydrorhodation-1,4-rhodium migration sequence is achieved. Treatment of 1-aryl-prop-2-yn-1-ols, which are easily accessible via an addition of acetylides to the corresponding aryl aldehydes, with a catalytic amount of [Rh(cod)2]2(BF4) and P(p-tolyl)3 in the presence of a base gives cyclopentanone derivatives in moderate to good yield. Copyright © 2005 American Chemical Society.
引用
收藏
页码:3248 / 3249
页数:2
相关论文
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1,4-Palladium migration via C-H activation, followed by arylation: Synthesis of fused polycycles
[J].
Campo, MA
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Iowa State Univ, Dept Chem, Ames, IA 50011 USA
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Iowa State Univ, Dept Chem, Ames, IA 50011 USA
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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125
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[2]
Novel 1,4-palladium migration in organopalladium intermediates derived from o-iodobiaryis
[J].
Campo, MA
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Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
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Synthesis of (±)-puraquinonic acid:: An inducer of cell differentiation
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Synthesis of 1-indanones by intramolecular Friedel-Crafts reaction of 3-arylpropionic acids catalyzed by Tb(OTf)3
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Shimada, S
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COBALT-CATALYZED CYCLOCARBONYLATION OF ACETYLENES UNDER WATER GAS SHIFT CONDITIONS - SELECTIVE SYNTHESIS OF INDAN-1-ONES
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DYKER G, 1998, TRANSITION METALS OR, P241
[7]
Intramolecular acylation of aryl- and aroyl-aliphatic acids by the action of pyrophosphoryl chloride and phosphorus oxychloride
[J].
El-Sayrafi, S
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Birzeit Univ, Dept Chem, Birzeit, Israel
Birzeit Univ, Dept Chem, Birzeit, Israel
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Birzeit Univ, Dept Chem, Birzeit, Israel
Birzeit Univ, Dept Chem, Birzeit, Israel
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Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
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[J].
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Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
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Hayashi, T
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Inoue, K
论文数:
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Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
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Inoue, K
;
Taniguchi, N
论文数:
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h-index:
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Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Taniguchi, N
;
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Ogasawara, M
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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(40)
:9918
-9919
←
1
2
3
→
共 25 条
[1]
1,4-Palladium migration via C-H activation, followed by arylation: Synthesis of fused polycycles
[J].
Campo, MA
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Campo, MA
;
Huang, QH
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Huang, QH
;
Yao, TL
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Yao, TL
;
Tian, QP
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Tian, QP
;
Larock, RC
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Larock, RC
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
125
(38)
:11506
-11507
[2]
Novel 1,4-palladium migration in organopalladium intermediates derived from o-iodobiaryis
[J].
Campo, MA
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
Campo, MA
;
Larock, RC
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
Larock, RC
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(48)
:14326
-14327
[3]
Synthesis of (±)-puraquinonic acid:: An inducer of cell differentiation
[J].
Clive, DLJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
Clive, DLJ
;
Sannigrahi, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
Sannigrahi, M
;
Hisaindee, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
Hisaindee, S
.
JOURNAL OF ORGANIC CHEMISTRY,
2001,
66
(03)
:954
-961
[4]
Synthesis of 1-indanones by intramolecular Friedel-Crafts reaction of 3-arylpropionic acids catalyzed by Tb(OTf)3
[J].
Cui, DM
论文数:
0
引用数:
0
h-index:
0
机构:
Natl Inst Adv Ind Sci & Technol, Tsukuba Cent 5, Tsukuba, Ibaraki 3058565, Japan
Natl Inst Adv Ind Sci & Technol, Tsukuba Cent 5, Tsukuba, Ibaraki 3058565, Japan
Cui, DM
;
Zhang, C
论文数:
0
引用数:
0
h-index:
0
机构:
Natl Inst Adv Ind Sci & Technol, Tsukuba Cent 5, Tsukuba, Ibaraki 3058565, Japan
Natl Inst Adv Ind Sci & Technol, Tsukuba Cent 5, Tsukuba, Ibaraki 3058565, Japan
Zhang, C
;
Kawamura, M
论文数:
0
引用数:
0
h-index:
0
机构:
Natl Inst Adv Ind Sci & Technol, Tsukuba Cent 5, Tsukuba, Ibaraki 3058565, Japan
Natl Inst Adv Ind Sci & Technol, Tsukuba Cent 5, Tsukuba, Ibaraki 3058565, Japan
Kawamura, M
;
Shimada, S
论文数:
0
引用数:
0
h-index:
0
机构:
Natl Inst Adv Ind Sci & Technol, Tsukuba Cent 5, Tsukuba, Ibaraki 3058565, Japan
Natl Inst Adv Ind Sci & Technol, Tsukuba Cent 5, Tsukuba, Ibaraki 3058565, Japan
Shimada, S
.
TETRAHEDRON LETTERS,
2004,
45
(08)
:1741
-1745
[5]
COBALT-CATALYZED CYCLOCARBONYLATION OF ACETYLENES UNDER WATER GAS SHIFT CONDITIONS - SELECTIVE SYNTHESIS OF INDAN-1-ONES
[J].
DOYAMA, K
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV, INST SCI & IND RES, SUITA, OSAKA 567, JAPAN
DOYAMA, K
;
论文数:
引用数:
h-index:
机构:
FUJIWARA, K
;
JOH, T
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV, INST SCI & IND RES, SUITA, OSAKA 567, JAPAN
JOH, T
;
MAESHIMA, K
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV, INST SCI & IND RES, SUITA, OSAKA 567, JAPAN
MAESHIMA, K
;
TAKAHASHI, S
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV, INST SCI & IND RES, SUITA, OSAKA 567, JAPAN
TAKAHASHI, S
.
CHEMISTRY LETTERS,
1988,
(05)
:901
-904
[6]
DYKER G, 1998, TRANSITION METALS OR, P241
[7]
Intramolecular acylation of aryl- and aroyl-aliphatic acids by the action of pyrophosphoryl chloride and phosphorus oxychloride
[J].
El-Sayrafi, S
论文数:
0
引用数:
0
h-index:
0
机构:
Birzeit Univ, Dept Chem, Birzeit, Israel
Birzeit Univ, Dept Chem, Birzeit, Israel
El-Sayrafi, S
;
Rayyan, S
论文数:
0
引用数:
0
h-index:
0
机构:
Birzeit Univ, Dept Chem, Birzeit, Israel
Birzeit Univ, Dept Chem, Birzeit, Israel
Rayyan, S
.
MOLECULES,
2001,
6
(03)
:279
-286
[8]
Rhodium-catalyzed carbon-carbon bond forming reactions of organometallic compounds
[J].
Fagnou, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Fagnou, K
;
Lautens, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Lautens, M
.
CHEMICAL REVIEWS,
2003,
103
(01)
:169
-196
[9]
Convenient access to polysubstituted 1-indanones by Sc(OTf)3-catalyzed intramolecular Friedel-Crafts acylation of benzyl Meldrum's acid derivatives
[J].
Fillion, E
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Waterloo, Dept Chem, Waterloo, ON N2L 3G1, Canada
Univ Waterloo, Dept Chem, Waterloo, ON N2L 3G1, Canada
Fillion, E
;
Fishlock, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Waterloo, Dept Chem, Waterloo, ON N2L 3G1, Canada
Univ Waterloo, Dept Chem, Waterloo, ON N2L 3G1, Canada
Fishlock, D
.
ORGANIC LETTERS,
2003,
5
(24)
:4653
-4656
[10]
Rhodium-catalyzed hydroarylation of alkynes with arylboronic acids: 1,4-shift of rhodium from 2-aryl-1-alkenylrhodium to 2-alkenylarylrhodium intermediate
[J].
Hayashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Hayashi, T
;
Inoue, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Inoue, K
;
Taniguchi, N
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Taniguchi, N
;
论文数:
引用数:
h-index:
机构:
Ogasawara, M
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001,
123
(40)
:9918
-9919
←
1
2
3
→