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Nickel-catalyzed coupling of arynes, alkenes, and boronic acids: Dual role of the boronic acid
被引:77
作者
:
论文数:
引用数:
h-index:
机构:
Jayanth, Thiruvellore Thatai
[
1
]
论文数:
引用数:
h-index:
机构:
Cheng, Chien-Hong
[
1
]
机构
:
[1]
Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2007年
/ 46卷
/ 31期
关键词
:
arynes;
boronic acids;
enones;
multicomponent reactions;
nickel;
D O I
:
10.1002/anie.200701063
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical Equation Presented) Taking on a second job: Nickel catalyzes the three-component coupling of arynes, alkenes, and boronic acids in very high yields under mild conditions. The boronic acid also acts as the proton source in this reaction. cod = 1,5-cyclooctadiene. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5921 / 5924
页数:4
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Enantioselective total synthesis of (+)-testudinariol A using a new nickel-catalyzed allenyl aldehyde cyclization
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Enantioselective synthesis of (-)-terpestacin and structural revision of siccanol using catalytic stereoselective fragment couplings and macrocyclizations
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:10682
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Catalytic carbonylation reactions of benzyne derivatives
[J].
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Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
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CHEMISTRY LETTERS,
1983,
(08)
:1211
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1
2
3
4
5
→
共 48 条
[1]
Enantioselective total synthesis of (+)-testudinariol A using a new nickel-catalyzed allenyl aldehyde cyclization
[J].
Amarasinghe, KKD
论文数:
0
引用数:
0
h-index:
0
机构:
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Amarasinghe, KKD
;
论文数:
引用数:
h-index:
机构:
Montgomery, J
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(32)
:9366
-9367
[2]
Carbocyclization of aromatic iodides, bicyclic alkenes, and benzynes involving a palladium-catalyzed C-H bond activation as a key step
[J].
Bhuvaneswari, Sivakolundu
论文数:
0
引用数:
0
h-index:
0
机构:
Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
Bhuvaneswari, Sivakolundu
;
论文数:
引用数:
h-index:
机构:
Jeganmohan, Masilamani
;
论文数:
引用数:
h-index:
机构:
Cheng, Chien-Hong
.
ORGANIC LETTERS,
2006,
8
(24)
:5581
-5584
[3]
Enantioselective synthesis of (-)-terpestacin and structural revision of siccanol using catalytic stereoselective fragment couplings and macrocyclizations
[J].
Chan, J
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
Chan, J
;
Jamison, TF
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
Jamison, TF
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2004,
126
(34)
:10682
-10691
[4]
Catalytic carbonylation reactions of benzyne derivatives
[J].
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h-index:
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Chatani, N
;
Kamitani, A
论文数:
0
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0
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0
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Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Kamitani, A
;
Oshita, M
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Oshita, M
;
论文数:
引用数:
h-index:
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Fukumoto, Y
;
Murai, S
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Murai, S
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001,
123
(50)
:12686
-12687
[5]
Diverse reactivity manifolds of alkynyl enone- and alkynyl enal-derived nickelacycles: Discovery of nickel-promoted [3+2] and [2+1] cycloadditions
[J].
Chowdhury, SK
论文数:
0
引用数:
0
h-index:
0
机构:
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Chowdhury, SK
;
Amarasinghe, KKD
论文数:
0
引用数:
0
h-index:
0
机构:
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Amarasinghe, KKD
;
Heeg, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Heeg, MJ
;
论文数:
引用数:
h-index:
机构:
Montgomery, J
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(28)
:6775
-6776
[6]
Synthesis of amphidinolide T1 via catalytic, stereoselective macrocyclization
[J].
Colby, EA
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
Colby, EA
;
O'Brien, KC
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
O'Brien, KC
;
Jamison, TF
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
Jamison, TF
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2004,
126
(04)
:998
-999
[7]
Total syntheses of amphidinolides T1 and T4 via catalytic, stereoselective, reductive macrocyclizations
[J].
Colby, EA
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
Colby, EA
;
O'Brien, KC
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
O'Brien, KC
;
Jamison, TF
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
Jamison, TF
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005,
127
(12)
:4297
-4307
[8]
Guitián E, 2005, TOP ORGANOMETAL CHEM, V14, P109
[9]
Three-component coupling of benzyne: Domino intermolecular carbopalladation
[J].
Henderson, Jaclyn L.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
Henderson, Jaclyn L.
;
Edwards, Andrew S.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
Edwards, Andrew S.
;
Greaney, Michael F.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
Greaney, Michael F.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2006,
128
(23)
:7426
-7427
[10]
FLUORIDE-INDUCED 1,2-ELIMINATION OF ORTHO-TRIMETHYLSILYLPHENYL TRIFLATE TO BENZYNE UNDER MILD CONDITIONS
[J].
HIMESHIMA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
KYUSHU UNIV 86, IND SCI RES INST, FUKUOKA, JAPAN
HIMESHIMA, Y
;
SONODA, T
论文数:
0
引用数:
0
h-index:
0
机构:
KYUSHU UNIV 86, IND SCI RES INST, FUKUOKA, JAPAN
SONODA, T
;
KOBAYASHI, H
论文数:
0
引用数:
0
h-index:
0
机构:
KYUSHU UNIV 86, IND SCI RES INST, FUKUOKA, JAPAN
KOBAYASHI, H
.
CHEMISTRY LETTERS,
1983,
(08)
:1211
-1214
←
1
2
3
4
5
→