抄録
An efficient method for C7-position-selective alkenylation of N-substituted indolines with alkenes is reported. Various 7-alkenylindolines were obtained in moderate to excellent yields in air in the presence of catalytic amounts of [CpIrCl2]2, AgOTf, and Cu(OAc)2. The protocol relies on the use of a carbonyl or carbamoyl group on the nitrogen atom of indoline as a directing group and is potentially applicable to the synthesis of 7-alkenylindoles and 7-alkylindoles. Lettin the cat outta the bag: An efficient IrIII-catalyzed oxidative coupling of N-substituted indolines with various alkenes at the C7-position in air assisted by a carbonyl or carbamoyl group as a directing group is reported. The catalyst was prepared from [CpIrCl2]2 and AgOTf. A variety of 7-alkenylindolines were obtained in moderated to high yields. The reaction is potentially applicable to the synthesis of 7-alkylindoles and 7-alkenylindoles.
| 元の言語 | English |
|---|---|
| ページ（範囲） | 1257-1260 |
| ページ数 | 4 |
| ジャーナル | Chemistry - An Asian Journal |
| 巻 | 9 |
| 発行部数 | 5 |
| DOI | |
| 出版物ステータス | Published - 2014 |
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ASJC Scopus subject areas
- Chemistry(all)
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Ir(III)-catalyzed C7-position-selective oxidative C -H alkenylation of indolines with alkenes in air. / Pan, Shiguang; Wakaki, Takayuki; Ryu, Naoto; Shibata, Takanori.
：: Chemistry - An Asian Journal, 巻 9, 番号 5, 2014, p. 1257-1260.研究成果: Article
}
TY - JOUR
T1 - Ir(III)-catalyzed C7-position-selective oxidative C -H alkenylation of indolines with alkenes in air
AU - Pan, Shiguang
AU - Wakaki, Takayuki
AU - Ryu, Naoto
AU - Shibata, Takanori
PY - 2014
Y1 - 2014
N2 - An efficient method for C7-position-selective alkenylation of N-substituted indolines with alkenes is reported. Various 7-alkenylindolines were obtained in moderate to excellent yields in air in the presence of catalytic amounts of [CpIrCl2]2, AgOTf, and Cu(OAc)2. The protocol relies on the use of a carbonyl or carbamoyl group on the nitrogen atom of indoline as a directing group and is potentially applicable to the synthesis of 7-alkenylindoles and 7-alkylindoles. Lettin the cat outta the bag: An efficient IrIII-catalyzed oxidative coupling of N-substituted indolines with various alkenes at the C7-position in air assisted by a carbonyl or carbamoyl group as a directing group is reported. The catalyst was prepared from [CpIrCl2]2 and AgOTf. A variety of 7-alkenylindolines were obtained in moderated to high yields. The reaction is potentially applicable to the synthesis of 7-alkylindoles and 7-alkenylindoles.
AB - An efficient method for C7-position-selective alkenylation of N-substituted indolines with alkenes is reported. Various 7-alkenylindolines were obtained in moderate to excellent yields in air in the presence of catalytic amounts of [CpIrCl2]2, AgOTf, and Cu(OAc)2. The protocol relies on the use of a carbonyl or carbamoyl group on the nitrogen atom of indoline as a directing group and is potentially applicable to the synthesis of 7-alkenylindoles and 7-alkylindoles. Lettin the cat outta the bag: An efficient IrIII-catalyzed oxidative coupling of N-substituted indolines with various alkenes at the C7-position in air assisted by a carbonyl or carbamoyl group as a directing group is reported. The catalyst was prepared from [CpIrCl2]2 and AgOTf. A variety of 7-alkenylindolines were obtained in moderated to high yields. The reaction is potentially applicable to the synthesis of 7-alkylindoles and 7-alkenylindoles.
KW - alkenes
KW - alkenylation
KW - C-H activation
KW - indoline
KW - iridium
UR - http://www.scopus.com/inward/record.url?scp=84899461441&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84899461441&partnerID=8YFLogxK
U2 - 10.1002/asia.201301733
DO - 10.1002/asia.201301733
M3 - Article
C2 - 24591461
AN - SCOPUS:84899461441
VL - 9
SP - 1257
EP - 1260
JO - Chemistry - An Asian Journal
JF - Chemistry - An Asian Journal
SN - 1861-4728
IS - 5
ER -