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DIRECTED LITHIATION OF 1-(TERT-BUTOXYCARBONYL)INDOLINES - A CONVENIENT ROUTE TO 7-SUBSTITUTED INDOLINES
被引:40
作者
:
IWAO, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Faculty of Liberal Arts, Nagasaki University, Nagasaki, 852
IWAO, M
KURAISHI, T
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Faculty of Liberal Arts, Nagasaki University, Nagasaki, 852
KURAISHI, T
机构
:
[1]
Department of Chemistry, Faculty of Liberal Arts, Nagasaki University, Nagasaki, 852
来源
:
HETEROCYCLES
|
1992年
/ 34卷
/ 05期
关键词
:
D O I
:
10.3987/COM-92-5993
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
1-(tert-Butoxycarbonyl)indolines were regioselectively lithiated at 7-position with s-BuLi-TMEDA in ether or TBF at -78-degrees-C. The lithiated species were reacted with a range of electrophiles to give 7-substituted indoline derivatives.
引用
收藏
页码:1031 / 1038
页数:8
相关论文
共 28 条
[1]
ALPHA-LITHIOAMINE SYNTHETIC EQUIVALENTS FROM DIPOLE-STABILIZED CARBANIONS - THE TERT-BOC GROUP AS AN ACTIVATOR FOR ALPHA'-LITHIATION OF CARBAMATES
BEAK, P
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0
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0
h-index:
0
BEAK, P
LEE, WK
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LEE, WK
[J].
TETRAHEDRON LETTERS,
1989,
30
(10)
: 1197
-
1200
[2]
SYNTHETIC ROUTE TO 4-(2-AMINOETHYL)-5-HYDROXYINDOLE DERIVATIVES
CANNON, JG
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Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City, Iowa
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0
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0
h-index:
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机构:
Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City, Iowa
ROUFOS, I
[J].
JOURNAL OF HETEROCYCLIC CHEMISTRY,
1990,
27
(07)
: 2093
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2095
[3]
SYNTHESIS AND REACTIVITY OF 2-(1,3-DITHIAN-2-YL)INDOLES .4. INFLUENCE OF THE N,N-DIETHYLCARBAMOYL INDOLE PROTECTING GROUP
CASTELLS, J
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
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TROIN, Y
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CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
TROIN, Y
DIEZ, A
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0
引用数:
0
h-index:
0
机构:
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
DIEZ, A
RUBIRALTA, M
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
RUBIRALTA, M
GRIERSON, DS
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
GRIERSON, DS
HUSSON, HP
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
HUSSON, HP
[J].
TETRAHEDRON,
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47
(37)
: 7911
-
7924
[4]
GRIBBLE GW, 1977, SYNTHESIS-STUTTGART, P859
[5]
GROWTHER GP, 1984, J ORG CHEM, V49, P4657
[6]
SYNTHESIS AND REACTIONS OF N-PROTECTED 2-LITHIATED PYRROLES AND INDOLES - THE TERT-BUTOXYCARBONYL SUBSTITUENT AS A PROTECTING GROUP
HASAN, I
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0
引用数:
0
h-index:
0
机构:
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
HASAN, I
MARINELLI, ER
论文数:
0
引用数:
0
h-index:
0
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SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
MARINELLI, ER
LIN, LCC
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
LIN, LCC
FOWLER, FW
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
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LEVY, AB
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引用数:
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h-index:
0
机构:
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
LEVY, AB
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1981,
46
(01)
: 157
-
164
[7]
HLASTA DJ, 1989, HETEROCYCLES, V29, P849
[8]
DIRECTED LITHIATION OF CHLOROBENZENES - REGIOSELECTIVITY AND APPLICATION TO A SHORT SYNTHESIS OF BENZOCYCLOBUTENES
IWAO, M
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0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Faculty of Liberal Arts, Nagasaki University, Nagasaki 852
IWAO, M
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
(11)
: 3622
-
3627
[9]
AN ALTERNATIVE ROUTE TO 2-SUBSTITUTED INDOLES VIA N-AMINAL-DIRECTED LITHIATION
KATRITZKY, AR
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Florida, Gainesville
KATRITZKY, AR
LUE, P
论文数:
0
引用数:
0
h-index:
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机构:
Department of Chemistry, University of Florida, Gainesville
LUE, P
CHEN, YX
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0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Florida, Gainesville
CHEN, YX
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
(11)
: 3688
-
3691
[10]
CARBON-DIOXIDE - A REAGENT FOR THE PROTECTION OF NUCLEOPHILIC CENTERS AND THE SIMULTANEOUS ACTIVATION OF ALTERNATIVE LOCATIONS TO ELECTROPHILIC ATTACK .1. A NEW SYNTHETIC METHOD FOR THE 2-SUBSTITUTION OF 1-UNSUBSTITUTED INDOLES
KATRITZKY, AR
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h-index:
0
KATRITZKY, AR
AKUTAGAWA, K
论文数:
0
引用数:
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h-index:
0
AKUTAGAWA, K
[J].
TETRAHEDRON LETTERS,
1985,
26
(48)
: 5935
-
5938
←
1
2
3
→
共 28 条
[1]
ALPHA-LITHIOAMINE SYNTHETIC EQUIVALENTS FROM DIPOLE-STABILIZED CARBANIONS - THE TERT-BOC GROUP AS AN ACTIVATOR FOR ALPHA'-LITHIATION OF CARBAMATES
BEAK, P
论文数:
0
引用数:
0
h-index:
0
BEAK, P
LEE, WK
论文数:
0
引用数:
0
h-index:
0
LEE, WK
[J].
TETRAHEDRON LETTERS,
1989,
30
(10)
: 1197
-
1200
[2]
SYNTHETIC ROUTE TO 4-(2-AMINOETHYL)-5-HYDROXYINDOLE DERIVATIVES
CANNON, JG
论文数:
0
引用数:
0
h-index:
0
机构:
Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City, Iowa
CANNON, JG
ROUFOS, I
论文数:
0
引用数:
0
h-index:
0
机构:
Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City, Iowa
ROUFOS, I
[J].
JOURNAL OF HETEROCYCLIC CHEMISTRY,
1990,
27
(07)
: 2093
-
2095
[3]
SYNTHESIS AND REACTIVITY OF 2-(1,3-DITHIAN-2-YL)INDOLES .4. INFLUENCE OF THE N,N-DIETHYLCARBAMOYL INDOLE PROTECTING GROUP
CASTELLS, J
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CASTELLS, J
TROIN, Y
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
TROIN, Y
DIEZ, A
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
DIEZ, A
RUBIRALTA, M
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
RUBIRALTA, M
GRIERSON, DS
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
GRIERSON, DS
HUSSON, HP
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE
HUSSON, HP
[J].
TETRAHEDRON,
1991,
47
(37)
: 7911
-
7924
[4]
GRIBBLE GW, 1977, SYNTHESIS-STUTTGART, P859
[5]
GROWTHER GP, 1984, J ORG CHEM, V49, P4657
[6]
SYNTHESIS AND REACTIONS OF N-PROTECTED 2-LITHIATED PYRROLES AND INDOLES - THE TERT-BUTOXYCARBONYL SUBSTITUENT AS A PROTECTING GROUP
HASAN, I
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
HASAN, I
MARINELLI, ER
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
MARINELLI, ER
LIN, LCC
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
LIN, LCC
FOWLER, FW
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
FOWLER, FW
LEVY, AB
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794
LEVY, AB
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1981,
46
(01)
: 157
-
164
[7]
HLASTA DJ, 1989, HETEROCYCLES, V29, P849
[8]
DIRECTED LITHIATION OF CHLOROBENZENES - REGIOSELECTIVITY AND APPLICATION TO A SHORT SYNTHESIS OF BENZOCYCLOBUTENES
IWAO, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Faculty of Liberal Arts, Nagasaki University, Nagasaki 852
IWAO, M
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
(11)
: 3622
-
3627
[9]
AN ALTERNATIVE ROUTE TO 2-SUBSTITUTED INDOLES VIA N-AMINAL-DIRECTED LITHIATION
KATRITZKY, AR
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Florida, Gainesville
KATRITZKY, AR
LUE, P
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Florida, Gainesville
LUE, P
CHEN, YX
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Florida, Gainesville
CHEN, YX
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
(11)
: 3688
-
3691
[10]
CARBON-DIOXIDE - A REAGENT FOR THE PROTECTION OF NUCLEOPHILIC CENTERS AND THE SIMULTANEOUS ACTIVATION OF ALTERNATIVE LOCATIONS TO ELECTROPHILIC ATTACK .1. A NEW SYNTHETIC METHOD FOR THE 2-SUBSTITUTION OF 1-UNSUBSTITUTED INDOLES
KATRITZKY, AR
论文数:
0
引用数:
0
h-index:
0
KATRITZKY, AR
AKUTAGAWA, K
论文数:
0
引用数:
0
h-index:
0
AKUTAGAWA, K
[J].
TETRAHEDRON LETTERS,
1985,
26
(48)
: 5935
-
5938
←
1
2
3
→