Tandem Friedel− Crafts Annulation to Novel Perylene Analogues (1)

…, MPD Mahindaratne, RD Gutierrez…

Index: Penick, Mark A.; Mahindaratne, Mathew P. D.; Gutierrez, Robert D.; Smith, Terrill D.; Tiekink, Edward R. T.; Negrete, George R. Journal of Organic Chemistry, 2008 , vol. 73, # 16 p. 6378 - 6381

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Citation Number: 9

Abstract

Novel dialkyloxy-and dihydroxyoctahydroperylenes are regioselectively available via a new tandem Friedel− Crafts alkylation of tetrahydronaphthalene precursors followed by oxidative aromatization. Heating of 5-alkyloxy-1-tetralol with p-toluenesulfonic acid in sulfolane gave the corresponding octahydroperylenes in moderate yields. Studies with Lewis acids and tetralin-1, 5-diol in acetonitrile at room temperature provided the 4, 10-dihydroxy analogue ...

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