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Communication | Regular issue | Vol 51, No. 1, 1999, pp.17-20
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8384
Reaction of 2-Benzoselenopyrylium Salts with Nucleophiles: Formation of 1-Functionalized Isoselenochromenes

Haruki Sashida* and Kazuo Ohyanagi

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


1-Unsubstituted isoselenochromenes (3) were converted into the 2-benzoselenopyrylium salts (4) by treatment with Ph3C+ BF4- and the reaction of the salts (4) with several nucleophilic reagents (alcohol, amine, cyanide, acetone, and Grignard reagents) afforded the corresponding 1-functionalized isoselenochromenes (5-9) in high yields, respectively. 1-Alkyl- and 1-phenyl-2-benzoselenopyrylium salts (10) were also obtained from 9.