One-pot solvent-free synthesis of triaryl- and triheteroarylmethanes by Bi(OTf)3-catalyzed Friedel-Crafts reaction of arenes/heteroarenes with trialkyl orthoformates |
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| Authors: | Surisa Tuengpanya Chayamon Chantana Uthaiwan Sirion Wipada Siritanyong Klaokwan Srisook Jaray Jaratjaroonphong |
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| Affiliation: | 1. Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Burapha University, Chonburi, 20131, Thailand;2. Department of Biochemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Burapha University, Chonburi, 20131, Thailand |
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| Abstract: | A convenient, practical and highly efficient one-pot method has been developed for the synthesis of triaryl- and triheteroarylmethane derivatives by Bi(OTf)3-catalyzed Friedel-Crafts alkylation of trialkyl orthoformates in combination with a wide variety of arenes/heteroarenes at room temperature under solvent-free conditions and in an air atmosphere. The methodology offers an operational simplicity, high atom economy and environmentally benign procedure. Furthermore, selected compound 3k showed promising anti-inflammatory activity with inhibition nitric oxide and did not exhibit significant cytotoxic effects on macrophage cells. |
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| Keywords: | Triarylmethane Triheteroarylmethane Bismuth(III) triflate Friedel-Crafts reaction Trialkyl orthoformate |
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