Palladium-Catalyzed Cross Coupling Reaction of N-Alkoxyimidoyl Bromides and Its Application to One-Pot Synthesis of N-Arylamines
| Autor: | Shoichi Sugita, Okiko Miyata, Yuki Ikeda, Yuta Ito, Naoki Aoi, Tetsuya Miyoshi, Aoi Sato, Takeaki Naito, Masafumi Ueda |
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| Rok vydání: | 2011 |
| Předmět: |
Bromides
Allylmagnesium bromide One-pot synthesis chemistry.chemical_element Sonogashira coupling Halide General Chemistry General Medicine Imides Combinatorial chemistry Catalysis Coupling reaction chemistry.chemical_compound chemistry Cascade reaction Drug Discovery Organic chemistry Amines Palladium |
| Zdroj: | Chemical and Pharmaceutical Bulletin. 59:1206-1208 |
| ISSN: | 1347-5223 0009-2363 |
| DOI: | 10.1248/cpb.59.1206 |
| Popis: | The synthetic utility of N-alkoxyimidoyl halides is demonstrated using the palladium-catalyzed cross-coupling reaction. The Sonogashira and Suzuki-Miyaura coupling reactions of N-alkoxyimidoyl bromides produced versatile ketoxime ethers in good to excellent yields. A one-pot reaction of the imidoyl bromides with arylboronic acid and allylmagnesium bromide to produce N-arylamines via Suzuki-Miyaura coupling followed by domino reaction involving sequential addition-eliminative rearrangement-addition reactions was developed. |
| Databáze: | OpenAIRE |
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