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An efficient, facile, and general synthesis of 1H-indazoles by 1,3-dipolar cycloaddition of arynes with diazomethane derivatives
被引:154
作者
:
Jin, Tienan
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Jin, Tienan
[
1
]
Yamamoto, Yoshinori
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Yamamoto, Yoshinori
[
1
]
机构
:
[1]
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2007年
/ 46卷
/ 18期
关键词
:
1,3-dipolar cycloaddition;
arynes;
diazo compounds;
heterocycles;
indazoles;
D O I
:
10.1002/anie.200700101
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical Equation Presented) Take your pick: Both N-unsubstituted and 1-aryl 1H-indazoles are available in good to high yields through the [3+2] cycloaddition of benzynes derived from o-silylaryl triflates with diazomethane derivatives (see scheme). In the presence of KF/[18]crown-6, the N-unsubstituted 1H-indazole is formed, whereas the 1-arylated product is obtained regioselectively with CsF and an excess of the triflate. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3323 / 3325
页数:3
相关论文
共 52 条
[1]
[Anonymous], ANGEW CHEM
[2]
[Anonymous], ANGEW CHEM
[3]
Copper-diamine-catalyzed N-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles
Antilla, JC
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Antilla, JC
Baskin, JM
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Baskin, JM
Barder, TE
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Barder, TE
Buchwald, SL
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Buchwald, SL
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BAUM, G
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0
h-index:
0
机构:
OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
BAUM, G
SHECHTER, H
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0
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0
h-index:
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OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
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BAUM, G
BERNARD, R
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Novel inhibitors of DNA gyrase: 3D structure based biased needle screening, hit validation by biophysical methods, and 3D guided optimization. A promising alternative to random screening
Boehm, HJ
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Boehm, HJ
Boehringer, M
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Boehringer, M
Bur, D
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Bur, D
Gmuender, H
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Gmuender, H
Huber, W
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Huber, W
Klaus, W
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Klaus, W
Kostrewa, D
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Kostrewa, D
Kuehne, H
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Kuehne, H
Luebbers, T
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Luebbers, T
Meunier-Keller, N
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Meunier-Keller, N
[J].
JOURNAL OF MEDICINAL CHEMISTRY,
2000,
43
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-
2674
[9]
Caron S, 1999, SYNTHESIS-STUTTGART, P588
[10]
Facile palladium-catalysed synthesis of 1-aryl-1H-indazoles from 2-bromobenzaldehydes and arylhydrazines
Cho, CS
论文数:
0
引用数:
0
h-index:
0
机构:
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Cho, CS
Lim, DK
论文数:
0
引用数:
0
h-index:
0
机构:
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Lim, DK
Heo, NH
论文数:
0
引用数:
0
h-index:
0
机构:
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Heo, NH
Kim, TJ
论文数:
0
引用数:
0
h-index:
0
机构:
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Kim, TJ
Shim, SC
论文数:
0
引用数:
0
h-index:
0
机构:
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Shim, SC
[J].
CHEMICAL COMMUNICATIONS,
2004,
(01)
: 104
-
105
←
1
2
3
4
5
6
→
共 52 条
[1]
[Anonymous], ANGEW CHEM
[2]
[Anonymous], ANGEW CHEM
[3]
Copper-diamine-catalyzed N-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles
Antilla, JC
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Antilla, JC
Baskin, JM
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Baskin, JM
Barder, TE
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Barder, TE
Buchwald, SL
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Buchwald, SL
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2004,
69
(17)
: 5578
-
5587
[4]
CARBENIC PROCESSES IN DECOMPOSITION OF SPIRO[FLUORENE-9,3'-INDAZOLE] - SIMPLE ROUTE TO FLUORADENE SYSTEM
BAUM, G
论文数:
0
引用数:
0
h-index:
0
机构:
OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
BAUM, G
SHECHTER, H
论文数:
0
引用数:
0
h-index:
0
机构:
OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
SHECHTER, H
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1976,
41
(12)
: 2120
-
2124
[5]
DIRADICAL PROCESSES IN DECOMPOSITION OF SPIRO[FLUORENE-9,3'-INDAZOLE]
BAUM, G
论文数:
0
引用数:
0
h-index:
0
BAUM, G
BERNARD, R
论文数:
0
引用数:
0
h-index:
0
BERNARD, R
SHECHTER, H
论文数:
0
引用数:
0
h-index:
0
SHECHTER, H
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1967,
89
(20)
: 5307
-
&
[6]
Bermudez J., 1997, J MED CHEM, V40, P1924
[7]
BISTOCCHI GA, 1981, FARMACO-ED SCI, V36, P315
[8]
Novel inhibitors of DNA gyrase: 3D structure based biased needle screening, hit validation by biophysical methods, and 3D guided optimization. A promising alternative to random screening
Boehm, HJ
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Boehm, HJ
Boehringer, M
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Boehringer, M
Bur, D
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Bur, D
Gmuender, H
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Gmuender, H
Huber, W
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Huber, W
Klaus, W
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Klaus, W
Kostrewa, D
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Kostrewa, D
Kuehne, H
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Kuehne, H
Luebbers, T
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Luebbers, T
Meunier-Keller, N
论文数:
0
引用数:
0
h-index:
0
机构:
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
F Hoffmann La Roche Ltd, Div Pharmaceut, Preclin Res, PRBC, CH-4070 Basel, Switzerland
Meunier-Keller, N
[J].
JOURNAL OF MEDICINAL CHEMISTRY,
2000,
43
(14)
: 2664
-
2674
[9]
Caron S, 1999, SYNTHESIS-STUTTGART, P588
[10]
Facile palladium-catalysed synthesis of 1-aryl-1H-indazoles from 2-bromobenzaldehydes and arylhydrazines
Cho, CS
论文数:
0
引用数:
0
h-index:
0
机构:
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Cho, CS
Lim, DK
论文数:
0
引用数:
0
h-index:
0
机构:
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Lim, DK
Heo, NH
论文数:
0
引用数:
0
h-index:
0
机构:
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Heo, NH
Kim, TJ
论文数:
0
引用数:
0
h-index:
0
机构:
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Kim, TJ
Shim, SC
论文数:
0
引用数:
0
h-index:
0
机构:
Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
Shim, SC
[J].
CHEMICAL COMMUNICATIONS,
2004,
(01)
: 104
-
105
←
1
2
3
4
5
6
→