211509-06-7Relevant articles and documents
Studies on tellurium-containing heterocycles. Part 10. 2-benzotelluropyrylium salts: First preparation and reactions with Grignard reagents
Sashida, Haruki,Ohyanagi, Kazuo
, p. 2123 - 2124 (1998)
The first simple preparation of 2-benzotelluropyrylium salts 4 from o-ethynylbenzyl bromides 1 in two steps, and the characteristic reaction of these salts 4 with benzylmagnesium bromide and other Grignard reagents are described.
Studies on tellurium-containing heterocycles. Part 20. Reactions of 2-benzoselenopyrylium salts and 2-benzotelluropyrylium salts with nucleophiles: Formation of 1-functionalized 1H-isoselenochromenes and 1H-isotellurochromenes
Sashida, Haruki,Ohyanagi, Kazuo
, p. 57 - 62 (2004)
The reactions of the 2-benzoselenopyrylium (1A) and 2-benzotelluropyrylium cations (1B) with a variety of nucleophiles have been investigated. LiAlH 4, sodium alkoxide (NaOMe, NaOi-Pr and NaOt-Bu), diethylamine, n-butylamine and acetone reacted with 1 to give the 1H-isochromenes (2) and the corresponding 1-substituted products (4-9) under mild conditions in almost good to high yields. The 1-alkyl(phenyl)isoselenochromenes (10-13) and 1-benzylisochromenes (18A, 18B), which were produced by the reaction of the salts 1 with Grignard reagents, were converted to the corresponding 1,3-disubstituted 2-benzopyrylium salts (14-17, 19) by treatment with triphenylcarbenium tetrafluoroborate (Ph3C+ BF4 -), respectively. The 1-benzylselenopyrylium salts (19A) and 1-benzyltelluropyrylium salts (19B) exist in the solvent as an equilibrium mixture of the salts (19) and the corresponding (Z)-benzylidene compounds (20).