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Paper | Regular issue | Vol 57, No. 4, 2002, pp.649-656
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9443
A Simple and Practical Preparation of 2,4-Disubstituted 1-Benzotelluropyrylium Salts

Haruki Sashida* and Masahiro Yoshida

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

Abstract

The treatment of the 2-tert-butyl- (8A) and 2-phenyltellurochromen-4-ones (8B) with Grignard reagents (MeMgBr, EtMgBr, PhMgBr and PhCH2MgCl) gave the corresponding 4-substituted 4-hydroxy-4H-tellurochromenes (9) in good yields, respectively. The obtained compounds (9) were readily transformed into the 2,4-disubstituted 1-benzotelluropyrylium salts (7) by treatment with Ph3C+ BF4- in acetic acid in high yields. The 4-benzyl-1-benzotelluropyrylium salts (7Ad) and (7Bd) were also prepared from the 4-benzyl-tellurochromenes (5), which were obtained by the reaction of the 1-benzotelluropyrylium salts (4) with PhCH2MgCl.