抄録
Ruthenium-catalyzed selective monoalkenylation of ortho C-O or C-N bonds of aromatic ketones was achieved. The reaction allowed the direct comparison of the relative reactivities of the cleavage of different carbon-heteroatom bonds, thus suggesting an unconventional chemoselectivity, where smaller, more-electron-donating groups are more easily cleaved. Selective monofunctionalization of C-O bonds in the presence of ortho C-H bonds was also achieved. Smaller is better: The title reaction for ortho C-O and C-N bonds of aromatic ketones was achieved. Direct comparison of the cleavage of the carbon-heteroatom bonds suggested an unconventional chemoselectivity, where smaller, more-electron-donating groups are more easily cleaved. Selective monofunctionalization of C-O bonds in the presence of ortho C-H bonds was also achieved.
| 元の言語 | English |
|---|---|
| ページ（範囲） | 9293-9297 |
| ページ数 | 5 |
| ジャーナル | Angewandte Chemie - International Edition |
| 巻 | 54 |
| 発行部数 | 32 |
| DOI | |
| 出版物ステータス | Published - 2015 8 1 |
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ASJC Scopus subject areas
- Chemistry(all)
- Catalysis
これを引用
Ruthenium-Catalyzed Monoalkenylation of Aromatic Ketones by Cleavage of Carbon-Heteroatom Bonds with Unconventional Chemoselectivity. / Kondo, Hikaru; Akiba, Nana; Kochi, Takuya; Kakiuchi, Fumitoshi.
：: Angewandte Chemie - International Edition, 巻 54, 番号 32, 01.08.2015, p. 9293-9297.研究成果: Article
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TY - JOUR
T1 - Ruthenium-Catalyzed Monoalkenylation of Aromatic Ketones by Cleavage of Carbon-Heteroatom Bonds with Unconventional Chemoselectivity
AU - Kondo, Hikaru
AU - Akiba, Nana
AU - Kochi, Takuya
AU - Kakiuchi, Fumitoshi
PY - 2015/8/1
Y1 - 2015/8/1
N2 - Ruthenium-catalyzed selective monoalkenylation of ortho C-O or C-N bonds of aromatic ketones was achieved. The reaction allowed the direct comparison of the relative reactivities of the cleavage of different carbon-heteroatom bonds, thus suggesting an unconventional chemoselectivity, where smaller, more-electron-donating groups are more easily cleaved. Selective monofunctionalization of C-O bonds in the presence of ortho C-H bonds was also achieved. Smaller is better: The title reaction for ortho C-O and C-N bonds of aromatic ketones was achieved. Direct comparison of the cleavage of the carbon-heteroatom bonds suggested an unconventional chemoselectivity, where smaller, more-electron-donating groups are more easily cleaved. Selective monofunctionalization of C-O bonds in the presence of ortho C-H bonds was also achieved.
AB - Ruthenium-catalyzed selective monoalkenylation of ortho C-O or C-N bonds of aromatic ketones was achieved. The reaction allowed the direct comparison of the relative reactivities of the cleavage of different carbon-heteroatom bonds, thus suggesting an unconventional chemoselectivity, where smaller, more-electron-donating groups are more easily cleaved. Selective monofunctionalization of C-O bonds in the presence of ortho C-H bonds was also achieved. Smaller is better: The title reaction for ortho C-O and C-N bonds of aromatic ketones was achieved. Direct comparison of the cleavage of the carbon-heteroatom bonds suggested an unconventional chemoselectivity, where smaller, more-electron-donating groups are more easily cleaved. Selective monofunctionalization of C-O bonds in the presence of ortho C-H bonds was also achieved.
KW - boron
KW - chemoselectivity
KW - ruthenium
KW - substituent effects
KW - synthetic methods
UR - http://www.scopus.com/inward/record.url?scp=84938196692&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84938196692&partnerID=8YFLogxK
U2 - 10.1002/anie.201503641
DO - 10.1002/anie.201503641
M3 - Article
AN - SCOPUS:84938196692
VL - 54
SP - 9293
EP - 9297
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
SN - 1433-7851
IS - 32
ER -