Journal
TETRAHEDRON
Volume 74, Issue 33, Pages 4373-4380Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2018.05.079
Keywords
Triarylmethane; Triheteroarylmethane; Bismuth(III) triflate; Friedel-Crafts reaction; Trialkyl orthoformate
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Funding
- Burapha University through the National Research Council of Thailand [20/2556, 60/2557]
- Center of Excellence for Innovation in Chemistry (PERCH-CIC), Commission on Higher Education, Ministry of Education of Thailand
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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. (C) 2018 Published by Elsevier Ltd.
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