Fe-catalyzed Decarbonylative Alkylative Spirocyclization of <i>N</i>-Arylcinnamamides: Access to Alkylated 1-Azaspirocyclohexadienones

For the convenient introduction of simple linear/branched alkyl groups into biologically important azaspirocyclohexadienones, a practical Fe-catalyzed decarbonylative cascade spiro-cyclization of <i>N</i>-aryl cinnamamides with aliphatic aldehydes to provide alkylated 1-azaspiro-cyclohex...

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Bibliographic Details
Main Authors: Xiang Peng, Ren-Xiang Liu, Xiang-Yan Xiao, Luo Yang
Format: Article
Language:English
Published: MDPI AG 2020-01-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/25/3/432
Description
Summary:For the convenient introduction of simple linear/branched alkyl groups into biologically important azaspirocyclohexadienones, a practical Fe-catalyzed decarbonylative cascade spiro-cyclization of <i>N</i>-aryl cinnamamides with aliphatic aldehydes to provide alkylated 1-azaspiro-cyclohexadienones was developed. Aliphatic aldehydes were oxidative decarbonylated into primary, secondary and tertiary alkyl radicals conveniently and allows for the subsequent cascade construction of dual C(sp<sup>3</sup>)-C(sp<sup>3</sup>) and C=O bonds via radical addition, spirocyclization and oxidation sequence.
ISSN:1420-3049