通过吲哚与硝基烯烃的一锅反应制备立体定义的 2-(3-氧代吲哚啉-2-基)-2-芳基乙腈。
Preparation of Stereodefined 2-(3-Oxoindolin-2-yl)-2-Arylacetonitriles via One-Pot Reaction of Indoles with Nitroalkenes.
机构信息
Department of Chemistry , North Caucasus Federal University , 1a Pushkin St. , Stavropol 355009 , Russian Federation.
Department of Chemistry , University of Kansas , 1567 Irving Hill Road , Lawrence , Kansas 66045 , United States.
出版信息
J Org Chem. 2019 Oct 4;84(19):12420-12429. doi: 10.1021/acs.joc.9b01874. Epub 2019 Sep 18.
PMID:31502836
Abstract
Recently discovered reactivity of nitrostyrenes in phosphorous acid to facilitate the diastereoselective [4 + 1]-cycloaddition of indoles in combination with unusual oxazoline ring cleavage and subsequent 1,2-alkyl shift afforded stereochemically defined 2-(3-oxoindolin-2-yl)-2-arylacetonitriles as sole products.
摘要
最近发现硝乙烯基膦酸的反应性，以促进吲哚的非对映选择性[4+1]-环加成，同时伴有不寻常的恶唑啉环断裂和随后的 1,2-烷基迁移，得到立体化学确定的 2-(3-氧代吲哚啉-2-基)-2-芳基乙腈作为唯一产物。
Zotero 插件