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Cyclopropenes for the Stepwise Synthesis of 1,2,4,5-Tetraarylbenzenes via 1,4-Cyclohexadienes

[Image: see text] This paper describes a synthetic approach to the synthesis of 1,2,4,5-tetraarylbenzene derivatives from cyclopropenes. The Lewis acid-mediated dimerization of cyclopropenes gives tricyclo[3.1.0.0(2,4)]hexane derivatives. The subsequent thermal ring-opening reaction under solvent-fr...

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Detalles Bibliográficos
Autores principales: Kishida, Satoshi, Takano, Misaki, Sekiya, Takuya, Ukaji, Yutaka, Endo, Kohei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9639005/
https://www.ncbi.nlm.nih.gov/pubmed/36201259
http://dx.doi.org/10.1021/acs.joc.2c01261
Descripción
Sumario:[Image: see text] This paper describes a synthetic approach to the synthesis of 1,2,4,5-tetraarylbenzene derivatives from cyclopropenes. The Lewis acid-mediated dimerization of cyclopropenes gives tricyclo[3.1.0.0(2,4)]hexane derivatives. The subsequent thermal ring-opening reaction under solvent-free conditions gives 1,4-cyclohexadienes bearing quaternary carbons. The novel Br(2)-mediated oxidative rearrangement of 1,4-cyclohexadienes takes place to give 1,2,4,5-tetraarylbenzene derivatives in high to excellent yields.