Iridium‐Catalyzed [4+3] Cyclization of  ortho ‐Tosylaminophenyl‐Substituted  para ‐Quinone Methides with Vinylic Oxiranes/Vinyl Aziridines | Zendy

Wang Junwei | Zendy; Zhao Lin | Zendy; Li Caihong | Zendy; Zhao Lei | Zendy; Zhao Kun | Zendy; Hu Yang | Zendy; Hu Lihong | Zendy

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Iridium‐Catalyzed [4+3] Cyclization of ortho ‐Tosylaminophenyl‐Substituted para ‐Quinone Methides with Vinylic Oxiranes/Vinyl Aziridines

Author(s) -

Wang Junwei,

Zhao Lin,

Li Caihong,

Zhao Lei,

Zhao Kun,

Hu Yang,

Hu Lihong

Publication year - 2021

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.202100296

Subject(s) - chemistry , iridium , catalysis , yield (engineering) , combinatorial chemistry , base (topology) , quinone , organic chemistry , medicinal chemistry , mathematical analysis , materials science , mathematics , metallurgy

An Iridium‐catalyzed [4+3] cyclization of ortho ‐tosylaminophenyl‐substituted para ‐quinone methides with vinylic oxiranes or vinyl aziridines has been successfully developed. In the presence of [Ir(cod)Cl] 2 and a suitable base, this unprecedented cascade reaction occurs readily in good yield (up to 97%) and high diastereoselectivity (dr>20 : 1), providing a highly efficient synthetic approach to synthetically valuable seven‐membered heterocyclic frameworks.

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