Synthesis of ?,?-Unsaturated Esters and Amides via Au(I)-Catalyzed Reactions of Aryl Ynol Ethers or Ynamides with Allylic Alcohols
نویسندگان
چکیده
Abstract Polarized alkynes such as ynol ethers and ynamides have attracted much attention due to their inherent unique reactivity. Herein, we report Au(I)-catalyzed hydroalkoxylation/Claisen rearrangement cascade reactions of aryl with allylic alcohols. At the first stage (hydroalkoxylation) this reaction, attack alcohols or occurs at ?-position polarized in a completely regioselective manner. Claisen resulting adducts subsequently takes place give ?,?-unsaturated esters amides, respectively. The [Au(IPr)NTf2] catalyst is most effective for reaction proceeds under mild conditions (in case ether: THF, 60 °C; ynamides: toluene, 80 °C) an atom-economical way.
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ژورنال
عنوان ژورنال: Synthesis
سال: 2021
ISSN: ['1791-5155', '1791-5856']
DOI: https://doi.org/10.1055/a-1559-3020