A convenient synthesis of tetrabenzo[de,hi,mn,qr]naphthacene from readily available 1,2-di(phenanthren-4-yl)ethyne

Anupam Mukherjee; Kamalkishore Pati; Rai-Shung Liu

doi:10.1021/jo901177e

A convenient synthesis of tetrabenzo[de,hi,mn,qr]naphthacene from readily available 1,2-di(phenanthren-4-yl)ethyne

J Org Chem. 2009 Aug 21;74(16):6311-4. doi: 10.1021/jo901177e.

Authors

Anupam Mukherjee¹, Kamalkishore Pati, Rai-Shung Liu

Affiliation

¹ Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC.

PMID: 19601616
DOI: 10.1021/jo901177e

Abstract

We report here a convenient synthesis of tetrabenzo[de,hi,mn,qr]naphthacenes from 1,2-di(phenanthren-4-yl)ethynes through initial Brønsted acid-catalyzed hydroarylation, followed by FeCl(3)-oxidative coupling reactions. This new method is applicable to tetrabenzo[de,hi,mn,qr]naphthacenes bearing various alkyl substituents.