7470-93-1Relevant articles and documents
Intramolecular reactivity of 1-alkoxyanthronylidenes. Disproportionation (set) of carbene-derived 1,5-biradicals
Gotzhein, Frank,Kirmse, Wolfgang
, p. 6675 - 6678 (1998)
Photolyses of 1-alkoxy-9-diazoanthrones 12 in benzene induce abstraction of hydrogen from the side chain, followed by cyclization (→ 15 → 16) or disproportionation (→ 17 + 18) of the intervening biradicals 20. In alcohols, reduction of triplet anthronylidenes (314 → 21 → 22) competes with the formation of 20, and intramolecular electron transfer of 20 leads eventually to the acetals 24.
Isobenzofuran-Aryne Cycloadducts: Formation and Regioselective Conversion to Anthrones and Substituted Polycyclic Aromatics
Netka, Jill,Crump, Stephen L.,Rickborn, Bruce
, p. 1189 - 1199 (2007/10/02)
Several substituted anthracenes, benzanthracenes, dibenzanthracene, 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 position specific introduction of another substituent at this stage.Reduction/dehydration of the anthrones provides an expeditious route to various polycyclic aromatic hydrocarbons.