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A convenient method for the preparation of mono- and bis-substituted photochromic bis(benzothienyl)perfluorocyclopentenes via regioselective Friedel-Crafts acylation |
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| Authors: | A.M. Bogacheva V.N. YarovenkoK.S. Levchenko O.I. KobelevaT.M. Valova V.A. BarachevskyM.I. Struchkova P.S. ShmelinM.M. Krayushkin V.N. Charushin |
| Affiliation: | a I.Ya. Postovsky Institute of Organic Synthesis, Russian Academy of Sciences, 20 S. Kovalevskoy, Yekaterinburg 620990, Russia b N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Pr., Moscow 119991, Russia c Central Science Research Institute of Technology ‘Technomash’, 4 Ivana Franko St., Moscow 121108, Russia d Photochemistry Center of RAS, 7a, bld. 1, Novatorov, Moscow 119421, Russia |
| Abstract: | The regioselective Friedel-Crafts acylation of 1,2-bis(2-methylbenzo[b]thien-3-yl)hexafluorocyclopentene was developed. Depending on the reaction conditions, mono- or bis(bromoacetyl) derivatives are formed as single products in good yields. Further heterocyclizations involving α-bromoketone moieties gave a series of new photochromic compounds. |
| Keywords: | Regioselective Friedel-Crafts acylation Bis(benzothienyl)hexafluorocyclopentenes Photochromes Thiazoles Benzofurans |
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