A simple synthesis of tropones and related compounds |
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| Affiliation: | 1. School of Chemistry and Chemical Engineering, Sichuan University of Arts and Science, Dazhou 635000, PR China;2. Material Corrosion and Protection Key Laboratory of Sichuan Province, Sichuan University of Science and Engineering, Zigong 643000, PR China;1. School of Pharmacy, Faculty of Medicine, The Chinese University of Hong Kong, Hong Kong, China;2. Department of Chemistry, Faculty of Science, The Chinese University of Hong Kong, China;1. Nikolaev Institute of Inorganic Chemistry SB RAS, Lavrentiev av., 3, 630090, Novosibirsk, Russia;2. Novosibirsk State University, Novosibirsk 630090, Russia;3. International Research Center of Spectroscopy and Quantum Chemistry, Siberian Federal University, KrasNoyarsk 660074, Russia |
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| Abstract: | ![]()
Cyclohexa-2,4- and 2,5-dienones bearing at position 2 or 4 α dihalomethyl group (halogen = chlorine or bromine) are smoothly reduced by tri-butyltin hydride to furnish appropriately substituted tropones. Modification of the substituents permits access to a tropolone and to less substituted tropones. The mechanism of this ring expansion process has been discussed. |
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