State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou 730000, China.
Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science Technology Normal University , Nanchang 330013, China.
J Org Chem. 2017 Feb 3;82(3):1697-1704. doi: 10.1021/acs.joc.6b02882. Epub 2017 Jan 13.
An unprecedented Lewis acid catalyzed, high-efficiency synthesis of valuable 2-(quinolin-2-yl)prop-2-en-1-ones via dehydrogenative coupling of propargylic alkynols with quinoline N-oxides is described. This protocol, which tolerates a broad range of functional groups, provides a straightforward pathway to the products 2-(quinolin-2-yl)prop-2-en-1-one scaffolds in satisfactory yields. The conversion could be scaled up to gram scale efficiently, which underlines a latent application of this methodology.
描述了一种前所未有的路易斯酸催化的高效合成方法，通过炔丙醇与喹啉 N-氧化物的脱氢偶联，可高收率得到有价值的 2-(喹啉-2-基)丙烯-2-酮。该方法可耐受广泛的官能团，为 2-(喹啉-2-基)丙烯-2-酮类化合物提供了一种直接的合成途径。该转化可高效放大至克级规模，突出了该方法的潜在应用。
