Mizoroki-Heck-Type Reaction Mediated by Potassium tert-Butoxide

In the absence of transition‐metal catalysts, a Mizoroki–Heck‐type reaction proceeded to give stilbene derivatives in a simple manner using an aryl halide, a styrene derivative, KOtBu, EtOH, and DMF (see scheme; DMF=N,N‐dimethylformamide).

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Published inAngewandte Chemie (International ed.) Vol. 50; no. 20; pp. 4671 - 4674
Main Authors Shirakawa, Eiji, Zhang, Xuejing, Hayashi, Tamio
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 09.05.2011
WILEY‐VCH Verlag
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Abstract In the absence of transition‐metal catalysts, a Mizoroki–Heck‐type reaction proceeded to give stilbene derivatives in a simple manner using an aryl halide, a styrene derivative, KOtBu, EtOH, and DMF (see scheme; DMF=N,N‐dimethylformamide).
AbstractList In the absence of transition‐metal catalysts, a Mizoroki–Heck‐type reaction proceeded to give stilbene derivatives in a simple manner using an aryl halide, a styrene derivative, KOtBu, EtOH, and DMF (see scheme; DMF=N,N‐dimethylformamide).
Author Zhang, Xuejing
Hayashi, Tamio
Shirakawa, Eiji
Author_xml – sequence: 1
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  surname: Shirakawa
  fullname: Shirakawa, Eiji
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  organization: Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, 606-8502 (Japan), Fax: (+81) 75-753-3988
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  givenname: Xuejing
  surname: Zhang
  fullname: Zhang, Xuejing
  organization: Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, 606-8502 (Japan), Fax: (+81) 75-753-3988
– sequence: 3
  givenname: Tamio
  surname: Hayashi
  fullname: Hayashi, Tamio
  organization: Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, 606-8502 (Japan), Fax: (+81) 75-753-3988
BackLink https://www.ncbi.nlm.nih.gov/pubmed/21472936$$D View this record in MEDLINE/PubMed
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Issue 20
Keywords C-C coupling
HALIDES
SINGLE ELECTRON-TRANSFER
REDUCTION
HYDROCARBONS
ALKOXIDES
aryl radicals
ARYLATION
single-electron transfer
alkenes
synthetic methods
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This work was supported financially by a Grant-in-Aid for Scientific Research (the Global COE Program "Integrated Materials Science" on Kyoto University) from Ministry of Education, Culture, Sports, Science and Technology (Japan). We are grateful to Ms. Yuki Yamamoto, Dr. Kenji Kitayama, and Mr. Ikuo Takahashi (Daicel Chemical Industries, Ltd.) for ICP analysis. We thank Dr. Kazufumi Kohno (Tokyo University of Agriculture and Technology) for carrying out duplicate experiments.
Ministry of Education, Culture, Sports, Science and Technology (Japan)
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This work was supported financially by a Grant‐in‐Aid for Scientific Research (the Global COE Program “Integrated Materials Science” on Kyoto University) from Ministry of Education, Culture, Sports, Science and Technology (Japan). We are grateful to Ms. Yuki Yamamoto, Dr. Kenji Kitayama, and Mr. Ikuo Takahashi (Daicel Chemical Industries, Ltd.) for ICP analysis. We thank Dr. Kazufumi Kohno (Tokyo University of Agriculture and Technology) for carrying out duplicate experiments.
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Larhed, M. (000290663600022.14) 2002; 1
ASHBY, EC (WOS:A1981LR08800056) 1981; 46
Liu, W (WOS:000284972400005) 2010; 132
Beletskaya, IP (WOS:000088838500011) 2000; 100
SCRETTAS, CG (WOS:A1983RB68000039) 1983; 24
BOWRY, VW (WOS:A1991FX87800025) 1991; 113
Braese, S. (000290663600022.9) 2004
Ogawa, A (WOS:000165203000055) 2000; 65
BUNNETT, JF (WOS:A1978FW00900003) 1978; 11
Shirakawa, E (WOS:000283955600027) 2010; 132
Ackermann, L. (000290663600022.1) 2009
BOWRY, VW (WOS:A1991FX87800024) 1991; 113
Yanagisawa, S (WOS:000259940600071) 2008; 10
ASHBY, EC (WOS:A1986E113800008) 1986; 51
Heinrich, MR (WOS:000262886800001) 2009; 15
MEERHOLZ, K (WOS:A1989T780200069) 1989; 111
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Snippet In the absence of transition‐metal catalysts, a Mizoroki–Heck‐type reaction proceeded to give stilbene derivatives in a simple manner using an aryl halide, a...
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SubjectTerms alkenes
aryl radicals
Butanols - chemistry
Chemistry
Chemistry, Multidisciplinary
CC coupling
Molecular Structure
Physical Sciences
Science & Technology
single-electron transfer
Stereoisomerism
Styrene - chemical synthesis
Styrene - chemistry
synthetic methods
Toluene - analogs & derivatives
Toluene - chemistry
Title Mizoroki-Heck-Type Reaction Mediated by Potassium tert-Butoxide
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