Ferrocenyl conjugated oxazepines/quinolines: multiyne coupling and ring-expanding or rearrangement.

Lei, Yu; Bao, Li; Hu, Qiong; Zhang, Ke; Zong, Lingli; Hu, Yimin

Lei, Yu; Bao, Li; Hu, Qiong; Zhang, Ke; Zong, Lingli; Hu, Yimin.

Afiliación

Lei Y; College of Chemistry and Materials Science, Anhui Normal University, Wuhu, China.
Bao L; College of Chemistry and Materials Science, Anhui Normal University, Wuhu, China.
Hu Q; College of Chemistry and Materials Science, Anhui Normal University, Wuhu, China.
Zhang K; College of Chemistry and Materials Science, Anhui Normal University, Wuhu, China.
Zong L; College of Chemistry and Materials Science, Anhui Normal University, Wuhu, China.
Hu Y; College of Chemistry and Materials Science, Anhui Normal University, Wuhu, China.

Front Chem ; 12: 1441539, 2024.

Article en En | MEDLINE | ID: mdl-39144699

ABSTRACT

ABSTRACT

Ferrocenyl conjugated oxazepine/quinoline derivatives were presented through the reaction of hexadehydro-Diels-Alder (HDDA) generated arynes with ferrocenyl oxazolines under mild conditions via ring-expanding or rearrangement processes. Water molecule participated in this unexpected rearrangement process to produce quinoline skeletons, and DFT calculations supported a ring-expanding and intramolecular hydrogen migration process for the formation of oxazepine derivatives. Two variants of this chemistry, expanded the reactivity between ferrocenyl conjugated substances and arynes, further providing an innovative approach for the synthesis of ferrocene derivatives.

Palabras clave

benzyne; ferrocene derivatives; hexadehydro-Diels-Alder reaction; oxazepine; quinoline; rearrangement

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Front Chem Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Suiza

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