Photochromic Dihetarylethenes. 8. A Novel Route to the Synthesis of 3,4-Bis(2,5-dimethyl-3-thienyl)furan-2,5-dione as a Potential Photochrome |
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| Authors: | V Z Shirinyan M M Krayushkin L I Belen'kii L G Vorontsova ZA Starikova A Yu Martynkin V L Ivanov B M Uzhinov |
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| Institution: | (1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 117913, Russia;(2) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, 117813, Russia;(3) M. V. Lomonosov State University, Moscow, 119899, Russia |
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| Abstract: | There is proposed, and in the case of 2,5-dimethylthiophene carried out, a novel route to the synthesis of 3,4-dithienylfuran-2,5-dione type photochromes. This is done in two stages, the first being a Friedel-Crafts reaction of the starting thiophene with the dichloride of squaric acid and the second is a Baeyer-Villiger oxidation of the 3,4-bis(2,5-dimethyl-3-thienyl)cyclobutenedione to give the target 3,4-bis(2,5-dimethyl-3-thienyl)furan-2,5-dione. |
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| Keywords: | 3 4-bis(2 5-dimethyl-3-thienyl)furan-2 5-dione 3 4-bis(2 5-dimethyl-3-thienyl)cyclo-butenedione 3 4-dithienylfuran-2 5-diones 1 2-dithienylethenes squaric acid dichloride Friedel-Crafts reaction with thiophenes Baeyer-Villiger oxidation photochromism |
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