N-杂环卡宾催化的炔基醛与吲哚的三组分多组分反应。
N-Heterocyclic carbene-catalyzed three-component domino reaction of alkynyl aldehydes with oxindoles.
机构信息
State Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, Nanjing, 210009, PR China.
出版信息
Org Lett. 2012 Mar 2;14(5):1274-7. doi: 10.1021/ol300148f. Epub 2012 Feb 21.
A new and stereoselective synthetic approach to spirooxindole 4H-pran-2-one derivatives with three contiguous stereogenic centers has been developed via an NHC-catalyzed three-component domino reaction of alkynyl aldehydes with oxindoles. The reaction proceeds smoothly in good yields with good to high diastereoselectivities. These novel heterocyclic spirooxindoles may provide promising candidates for drug discovery. Additionally, a possible mechanism for the entire reaction sequence is proposed.
通过 NHC 催化的炔基醛与吲哚的三组分串联反应，开发了一种新的、对映选择性的合成螺[氧化吲哚-4H-吡喃-2-酮]衍生物的方法，该方法具有三个连续的手性中心。该反应在良好的产率和良好到高的非对映选择性下顺利进行。这些新型杂环螺[氧化吲哚]可能为药物发现提供有前途的候选物。此外，还提出了整个反应序列的可能机制。
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