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Paper | Regular issue | Vol 63, No. 2, 2004, pp.309-317
Published online, 15th December, 2003
DOI: 10.3987/COM-03-9944
Reaction of 2-Benzotelluropyrylium Salts with Organocopper Reagnets: Introduction of a Carbon Functional Group at the C-1 Position of the Telluropyrylium Cation Ring

Haruki Sashida,* Hirohito Satoh, and Kazuo Ohyanagi

*School of Pharmacy, Hokuriku University, 3-Ho, Kanagawa machi, Kanazawa 920-1181, Japan

Abstract

3-tert-Butyl-2-benzotelluropyrylium salt (13A) react with lithium dialkyl(phenyl)copper to give in good yield the corresponding isotellurochromenes (15A) having a carbon functional group at the C-1 position. Similarly, the 1-substituted isoselenochromenes (15B) and the 4-substituted tellurochromene (19) were also prepared from the corresponding pyrylium salts (13B, 18). The obtained isotellurochromenes (15A) were easily converted into the corresponding 2,4-disubstituted 2-benzotelluropyrylium salts (20) by the treatment with triphenylcarbenium tetrafluoroborate (Ph3C+ BF4-).