Related Experiment Video
Updated: May 10, 2026
![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Meta-, Regioselective Amination of Cyclic Diaryliodoniums through C-I and C-O Bond Cleavages: An Access to
Jiadi Li1, Bingling Luo2, Peisen Huang3
1School of Pharmacy, Guangdong Pharmaceutical University, 280 Waihuan East Road, Guangzhou, 510006, China.
Abstract:
Despite the widespread ortho-functionalization of cyclic diaryliodoniums in organic chemistry, the corresponding meta-functionalization is less explored. Herein, we report a practical meta-selective activation of cyclic hypervalent iodoniums for the synthesis of 4-amino coumarin derivatives in a broad functional group tolerance and environmentally friendly manner. The practicability of this protocol was further highlighted by the late-stage modification of some common pharmaceuticals and natural products.
Related Concept Videos
Cycloaddition Reactions: Overview
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry

