Intramolecular Addition of a Dimethylamino C(sp3)–H Bond across C–C Triple Bonds Using IrCl(DTBM-SEGPHOS)(ethylene) Catalyst: Synthesis of Indoles from 2-Alkynyl-N-methylanilines
| Autor: | Kaito Yagi, Toshimichi Ohmura, Takeru Torigoe, Michinori Suginome |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
Addition reaction
SEGPHOS 010405 organic chemistry Hydrogen bond Organic Chemistry chemistry.chemical_element 010402 general chemistry Triple bond 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences chemistry.chemical_compound chemistry Intramolecular force Iridium Mesitylene Isomerization |
| Zdroj: | Synthesis. 53:3057-3064 |
| ISSN: | 1437-210X 0039-7881 |
| DOI: | 10.1055/a-1511-1025 |
| Popis: | Intramolecular addition of a C(sp3)–H bond of the dimethylamino group across the C–C triple bond in 2-alkynyl-N,N-dimethylanilines is effectively catalyzed by a new iridium complex, IrCl(DTBM-SEGPHOS)(C2H4), in mesitylene at 150 °C. The intramolecular C(sp3)–H addition is followed by double-bond isomerization to afford 3-substituted indoles in good to high yields. |
| Databáze: | OpenAIRE |
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