Iodine-catalyzed Friedel-Crafts alkylation of electron-rich arenes with aldehydes: efficient synthesis of triarylmethanes and diarylalkanes |
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Authors: | Jaray Jaratjaroonphong Supaporn Sathalalai Vichai Reutrakul |
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Affiliation: | a Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Burapha University, Chonburi 20131, Thailand b Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Mahidol University, Bangkok 10400, Thailand |
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Abstract: | Iodine is shown to be an efficient catalyst for the Friedel-Crafts alkylation of arenes with a wide variety of aldehydes in toluene under ‘open-flask’ and mild conditions. In the presence of 10 mol % of iodine, the reaction of arenes with aromatic aldehydes gives the corresponding triarylmethane derivatives (TRAMs), regioselectively, in good to excellent yields. On the other hand, a series of diarylalkane derivatives is synthesized smoothly by the reaction with aliphatic aldehydes. |
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Keywords: | Triarylmethanes Diarylalkanes Iodine Friedel-Crafts |
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