A new ring contraction rearrangement of 2,5-and 3,6-di-tert-butyl-3H-azepines to pyridine derivatives

Kyosuke Satake, Koichi Takaoka, Michiaki Hashimoto, Hideki Okamoto, Masaru Kimura, Shiro Morosawa

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

A new ring contraction reaction giving pyridine derivatives from 3,6-and 2,5-di-tert-butyl-3H-azepines was observed by a successive treatment with bromine and aqueous K2CD3. A plausible mechanism via azatropilium cation for the rearrangement was discussed based on the product's distribution from respective 3H-azepines.

Original languageEnglish
Pages (from-to)1129-1130
Number of pages2
JournalChemistry Letters
Issue number12
Publication statusPublished - 1996

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Azepines
Derivatives
Bromine
Cations
pyridine

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Satake, K., Takaoka, K., Hashimoto, M., Okamoto, H., Kimura, M., & Morosawa, S. (1996). A new ring contraction rearrangement of 2,5-and 3,6-di-tert-butyl-3H-azepines to pyridine derivatives. Chemistry Letters, (12), 1129-1130.

A new ring contraction rearrangement of 2,5-and 3,6-di-tert-butyl-3H-azepines to pyridine derivatives. / Satake, Kyosuke; Takaoka, Koichi; Hashimoto, Michiaki; Okamoto, Hideki; Kimura, Masaru; Morosawa, Shiro.

In: Chemistry Letters, No. 12, 1996, p. 1129-1130.

Research output: Contribution to journalArticle

Satake, K, Takaoka, K, Hashimoto, M, Okamoto, H, Kimura, M & Morosawa, S 1996, 'A new ring contraction rearrangement of 2,5-and 3,6-di-tert-butyl-3H-azepines to pyridine derivatives', Chemistry Letters, no. 12, pp. 1129-1130.
Satake, Kyosuke ; Takaoka, Koichi ; Hashimoto, Michiaki ; Okamoto, Hideki ; Kimura, Masaru ; Morosawa, Shiro. / A new ring contraction rearrangement of 2,5-and 3,6-di-tert-butyl-3H-azepines to pyridine derivatives. In: Chemistry Letters. 1996 ; No. 12. pp. 1129-1130.
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