Weak Directing Group Steered Formal Oxidative [2+2+2]-Cyclization for Selective Benzannulation of Indoles.

Autor: Bettadapur KR; Department of Organic Chemistry, Indian Institute of Science , Bangalore 560 012, Karnataka India., Kapanaiah R; Department of Organic Chemistry, Indian Institute of Science , Bangalore 560 012, Karnataka India., Lanke V; Department of Organic Chemistry, Indian Institute of Science , Bangalore 560 012, Karnataka India., Prabhu KR; Department of Organic Chemistry, Indian Institute of Science , Bangalore 560 012, Karnataka India.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2018 Feb 16; Vol. 83 (4), pp. 1810-1818. Date of Electronic Publication: 2018 Jan 31.
DOI: 10.1021/acs.joc.7b02719
Abstrakt: A double C-H activation and double insertion process to achieve the synthesis benzo[e]indole frameworks has been disclosed. This type of benzannulation is directed by a trifluoromethylketone moiety, which is easy to install on the indole C3-position. Overall the reaction takes places as an oxidative cyclization of two alkynes with the C4-C5 position of indole.
Databáze: MEDLINE