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Short Paper | Regular issue | Vol 83, No. 10, 2011, pp.2337-2342
Published online, 28th July, 2011
DOI: 10.3987/COM-11-12284
Synthesis of Hetarenoindanone Based on Selenium Dioxide-Promoted Direct Intramolecular Cyclization

Youlai Zhang, Hiroki Tanimoto, Yasuhiro Nishiyama, Tsumoru Morimoto, and Kiyomi Kakiuchi*

*Graduate School of Materials Science, Nara Institute of Science and Technology, 8916-5 Takayama, Ikoma, Nara 630-0192, Japan

Abstract

An alternative and simple method to prepare hetarenoindanone via intramolecular cyclization has been studied. This reaction represents the first example of an intramolecular Friedel-Crafts reaction-oxidation cascade promoted by selenium dioxide by way of Riley allylic oxidation.