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Further exploration of the heterocyclic diversity accessible from the allylation chemistry of indigo

Shakoori, Alireza; Bremner, John B; Abdel-Hamid, Mohammed K; Willis, Anthony C; Haritakun, Rachada; Keller, Paul A


Diversity-directed synthesis based on the cascade allylation chemistry of indigo, with its embedded 2,2'-diindolic core, has resulted in rapid access to new examples of the hydroxy-8a,13-dihydroazepino[1,2-a:3,4-b']diindol-14(8H)-one skeleton in up to 51% yield. Additionally a derivative of the novel bridged heterocycle 7,8-dihydro-6H-6,8a-epoxyazepino[1,2-a:3,4-b']diindol-14(13H)-one was produced when the olefin of the allylic substrate was terminally disubstituted. Further optimisation also...[Show more]

CollectionsANU Research Publications
Date published: 2015-04-15
Type: Journal article
Source: Beilstein Journal of Organic Chemistry
DOI: 10.3762/bjoc.11.54


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