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Short Paper | Regular issue | Vol 96, No. 3, 2018, pp.490-500
Published online, 27th February, 2018
DOI: 10.3987/COM-18-13866
Nazarov Cyclization of an Indolyl Vinyl Ketone Promoted by Acetyl Chloride and Sodium Iodide: Formal Synthesis of Bruceolline E

Takumi Abe*

*Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan

Abstract

An acetyl chloride/NaI-mediated Nazarov-type cyclization of an indolyl vinyl ketone was developed to give a cyclopenta[b]indole in high yield. An acyl Finkelstein reaction is a key feature for this unprecedented Nazarov-type cyclization.