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A novel approach to 2-arylated quinolines: Electrocyclization of alkynyl imines via vinylidene complexes
被引:111
作者
:
Sangu, K
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Sangu, K
[
1
]
Fuchibe, K
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Fuchibe, K
[
1
]
Akiyama, T
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Akiyama, T
[
1
]
机构
:
[1]
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
来源
:
ORGANIC LETTERS
|
2004年
/ 6卷
/ 03期
关键词
:
D O I
:
10.1021/ol036190a
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
Alkynyl imines underwent [4 + 2] electrocyclization in the presence of 20 mol % W(CO)(5)(THF) to give 2-arylated quinolines in good yields. A deuterium labeling study suggests that the reaction proceeds via a tungsten vinylidene complex.
引用
收藏
页码:353 / 355
页数:3
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共 26 条
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The asymmetric [3+2] cycloaddition reaction of chiral alkenyl Fischer carbene complexes with imines: Synthesis of optically pure 2,5-disubstituted-3-pyrrolidinones
Kagoshima, H
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0
引用数:
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Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Kagoshima, H
Okamura, T
论文数:
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0
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Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Okamura, T
Akiyama, T
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0
引用数:
0
h-index:
0
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Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Akiyama, T
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Novel [3+2] cycloaddition reaction of alkenyl fischer carbene complexes with imines leading to 3-pyrroline derivatives
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机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Kagoshima, H
Akiyama, T
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0
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Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
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W(CO)5-amine catalyzed exo- and endo-selective cyclizations of ω-alkynyl silyl enol ethers:: A highly useful method for the construction of polycyclic compounds
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Kusama, H
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Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
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Iwasawa, N
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Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
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Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 113, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 113, Japan
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Iwasawa, N
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Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 113, Japan
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Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
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Iwasawa, N
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Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
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INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
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De, M
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INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
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Das, P
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0
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INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
Das, P
Kundu, NG
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0
引用数:
0
h-index:
0
机构:
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
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McDonald FE, 1999, CHEM-EUR J, V5, P3103, DOI 10.1002/(SICI)1521-3765(19991105)5:11<3103::AID-CHEM3103>3.0.CO
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2-N
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MECHANISM OF MOLYBDENUM PENTACARBONYL-CATALYZED CYCLIZATIONS OF ALKYNOLS AND EPOXYALKYNES
MCDONALD, FE
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0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Northwestern University, Evanston, Illinois 60208-3113
MCDONALD, FE
SCHULTZ, CC
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Northwestern University, Evanston, Illinois 60208-3113
SCHULTZ, CC
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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Quinoline, quinazoline and acridone alkaloids
Michael, JP
论文数:
0
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0
h-index:
0
机构:
Univ Witwatersrand, Sch Chem, Inst Mol Sci, ZA-2050 Johannesburg, South Africa
Univ Witwatersrand, Sch Chem, Inst Mol Sci, ZA-2050 Johannesburg, South Africa
Michael, JP
[J].
NATURAL PRODUCT REPORTS,
2001,
18
(05)
: 543
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559
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1
2
3
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共 26 条
[11]
The asymmetric [3+2] cycloaddition reaction of chiral alkenyl Fischer carbene complexes with imines: Synthesis of optically pure 2,5-disubstituted-3-pyrrolidinones
Kagoshima, H
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Kagoshima, H
Okamura, T
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Okamura, T
Akiyama, T
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Akiyama, T
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001,
123
(29)
: 7182
-
7183
[12]
Novel [3+2] cycloaddition reaction of alkenyl fischer carbene complexes with imines leading to 3-pyrroline derivatives
Kagoshima, H
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Kagoshima, H
Akiyama, T
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Akiyama, T
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(47)
: 11741
-
11742
[13]
W(CO)5-amine catalyzed exo- and endo-selective cyclizations of ω-alkynyl silyl enol ethers:: A highly useful method for the construction of polycyclic compounds
论文数:
引用数:
h-index:
机构:
Kusama, H
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
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
[J].
ORGANIC LETTERS,
2002,
4
(15)
: 2569
-
2571
[14]
W(CO)5•THF-catalyzed endo-selective cyclization of ω-acetylenic silyl enol ethers
Maeyama, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 113, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 113, Japan
Maeyama, K
Iwasawa, N
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 113, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 113, Japan
Iwasawa, N
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1998,
120
(08)
: 1928
-
1929
[15]
W(CO)5•THF-catalyzed electrocyclizations of aromatic enynes via vinylidene intermediates
Maeyama, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Maeyama, K
Iwasawa, N
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Iwasawa, N
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1999,
64
(04)
: 1344
-
1346
[16]
Palladium-catalyzed heteroannulation with acetylenic carbinols as synthons - Synthesis of quinolines and 2,3-dihydro-4(1H)-quinolones
Mahanty, JS
论文数:
0
引用数:
0
h-index:
0
机构:
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
Mahanty, JS
De, M
论文数:
0
引用数:
0
h-index:
0
机构:
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
De, M
Das, P
论文数:
0
引用数:
0
h-index:
0
机构:
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
Das, P
Kundu, NG
论文数:
0
引用数:
0
h-index:
0
机构:
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA
Kundu, NG
[J].
TETRAHEDRON,
1997,
53
(39)
: 13397
-
13418
[17]
McDonald FE, 1999, CHEM-EUR J, V5, P3103, DOI 10.1002/(SICI)1521-3765(19991105)5:11<3103::AID-CHEM3103>3.0.CO
[18]
2-N
[19]
MECHANISM OF MOLYBDENUM PENTACARBONYL-CATALYZED CYCLIZATIONS OF ALKYNOLS AND EPOXYALKYNES
MCDONALD, FE
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Northwestern University, Evanston, Illinois 60208-3113
MCDONALD, FE
SCHULTZ, CC
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Northwestern University, Evanston, Illinois 60208-3113
SCHULTZ, CC
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1994,
116
(20)
: 9363
-
9364
[20]
Quinoline, quinazoline and acridone alkaloids
Michael, JP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Witwatersrand, Sch Chem, Inst Mol Sci, ZA-2050 Johannesburg, South Africa
Univ Witwatersrand, Sch Chem, Inst Mol Sci, ZA-2050 Johannesburg, South Africa
Michael, JP
[J].
NATURAL PRODUCT REPORTS,
2001,
18
(05)
: 543
-
559
←
1
2
3
→