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

doi:10.1246/cl.1996.1129

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

研究成果 › 査読

10 被引用数 (Scopus)

抄録

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.

本文言語	English
ページ（範囲）	1129-1130
ページ数	2
ジャーナル	Chemistry Letters
号	12
DOI	https://doi.org/10.1246/cl.1996.1129
出版ステータス	Published - 1月 1 1996

ASJC Scopus subject areas

化学 (全般)

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10.1246/cl.1996.1129

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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.",

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AU - Satake, Kyosuke

AU - Takaoka, Koichi

AU - Hashimoto, Michiaki

AU - Okamoto, Hideki

AU - Kimura, Masaru

AU - Morosawa, Shiro

PY - 1996/1/1

Y1 - 1996/1/1

N2 - 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.

AB - 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.

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

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