Isobenzofuran-aryne cycloadducts: formation and regioselective conversion to anthrones and substituted polycyclic aromatics
J Netka, SL Crump, B Rickborn
Index: Netka, Jill; Crump, Stephen L.; Rickborn, Bruce Journal of Organic Chemistry, 1986 , vol. 51, # 8 p. 1189 - 1199
Full Text: HTML
Citation Number: 34
Abstract
Several substituted anthracenes, benz [a] anthracenes, dibenz [a, c] anthracene, and more complex ring system derivatives are formed by the cycloaddition of 1, 3-bis (trimethylsilyl) isobenzofuran (2) with arynes generated by LTMP-induced dehydrohalogenation of readily accessible haloaromatics. The cycloadducts undergo a novel acid-induced conversion to anthracenones. For several substrates this reaction is highly regioselective, allowing ...
Related Articles:
[Eshtiagh-Hosseini, Hossein; Tabari, Taymaz; Takjoo, Reza; Eshghi, Hossein Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2013 , vol. 43, # 3 p. 264 - 272]
Oxidative Deprotection of Oximes Using Pyridinium Fluorochromate and Hydrogen Peroxide
[Ganguly; Sukai; De Synthetic Communications, 2001 , vol. 31, # 10 p. 1607 - 1612]
Polyoxometalates as reduction catalysts: deoxygenation and hydrogenation of carbonyl compounds
[Angewandte Chemie - International Edition, , vol. 38, # 22 p. 3331 - 3334]
Copper-catalyzed benzylic oxidation of C (sp 3)–H bonds
[Tetrahedron, , vol. 69, # 8 p. 2033 - 2037]
Efficient heterogeneous oxidation of alkylarenes with molecular oxygen
[Organic Letters, , vol. 6, # 20 p. 3577 - 3580]