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A cascade synthetic route to new bioactive spiroindolinepyrido[1,2-a]indolediones from indirubin

Sele, Alexander M.; Bremner, John B; Willis, Anthony; Haritakun, Rachada; Griffith, Renate; Keller, Paul


The allylation of indirubin produced the expected indolic N′-allylindirubin and N,N′-diallylindirubin derivatives in moderate yields, together with the corresponding N-substituted isatin products. At higher temperatures, the base-initiated reaction with allylic halides yielded spiroindolinepyrido[1,2-a]indolediones in a one-pot cascade reaction sequence with yields of up to 70%. These readily accessed, new spiro compounds represent the first reported examples of indirubin participating in...[Show more]

CollectionsANU Research Publications
Date published: 2015
Type: Journal article
Source: Tetrahedron
DOI: 10.1016/j.tet.2015.08.012


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