caa a22 4500 463251954 CHVBK 20180405153342.0 cr unu---uuuuu 170326e20071201xx s 000 0 eng 10.1007/s10562-007-9234-2 doi (NATIONALLICENCE)springer-10.1007/s10562-007-9234-2 Fused Polycyclic Hydrocarbons Through Superacid-Induced Cyclialkylation of Aromatics [Elektronische Daten] [István Ledneczki, Peter Forgo, Árpád Molnár] Benzene and substituted derivatives (toluene, ortho-xylene, 1,2,3-trimethylbenzene, 1,2,4-trimethylbenzene, anisole), when applied in large excess, react with 1,4 diols (pentan-1,4-diol, hexan-2,5-diol, and 2,5-dimethylhexan-2,5-diol) or an oxolane (2,2,5,5-tetramethyltetrahydrofuran) in the presence of the Brønsted superacid trifluoromethanesulfonic acid (triflic acid, TFSA) to afford substituted tetralins in excellent yields with high selectivity. Reacting benzene with a small excess of alkylating agents yields octahydroanthracenes. The transformation of naphthalene with oxolane leads to a partially saturated octamethyloctahydrotetracene under similar conditions. Product formation is interpreted by intermolecular Friedel-Crafts alkylation followed by cyclialkylative ring closure. Springer Science+Business Media, LLC, 2007 Alkylation nationallicence Cyclialkylation nationallicence Arenes nationallicence Carbocations nationallicence Superacid nationallicence Ledneczki István Department of Organic Chemistry, University of Szeged, Dóm tér 8, 6720, Szeged, Hungary aut Forgo Peter Department of Organic Chemistry, University of Szeged, Dóm tér 8, 6720, Szeged, Hungary aut Molnár Árpád Department of Organic Chemistry, University of Szeged, Dóm tér 8, 6720, Szeged, Hungary aut Catalysis Letters Springer US; http://www.springer-ny.com 119/3-4(2007-12-01), 296-303 1011-372X 119:3-4<296 2007 119 10562 https://doi.org/10.1007/s10562-007-9234-2 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10562-007-9234-2 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Ledneczki István Department of Organic Chemistry, University of Szeged, Dóm tér 8, 6720, Szeged, Hungary aut NATIONALLICENCE 700 1- Forgo Peter Department of Organic Chemistry, University of Szeged, Dóm tér 8, 6720, Szeged, Hungary aut NATIONALLICENCE 700 1- Molnár Árpád Department of Organic Chemistry, University of Szeged, Dóm tér 8, 6720, Szeged, Hungary aut NATIONALLICENCE 773 0- Catalysis Letters Springer US; http://www.springer-ny.com 119/3-4(2007-12-01), 296-303 1011-372X 119:3-4<296 2007 119 10562 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer