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Updated: Nov 11, 2025
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Alkylative Dearomatization by Using an Unactivated Aryl Nitro Group as a Leaving Group: Access to Diversified
1College of Chemistry, Beijing Normal University, Beijing 100875, China.
Abstract:
The cleavage of an unactivated aryl nitro group triggered by alkyl radicals enables a dearomative cyclization, affording diversified alkylated spiro[5.5]trienones in good yields. Using readily available compounds (toluene and analogues, alkanes, ethers, ketones, etc.) as alkylating reagents, various alkyls have been implanted into the spirocycles via C(sp3)-H and Ar-NO2 bond activation with high functional group tolerance. This protocol provides a distinct method for the activation of the aryl nitro group.
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