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. 2025 May 15;61(41):7454-7457.
doi: 10.1039/d5cc01342a.

Electrochemical reaction of indole-tethered alkynes enabling stereoselective synthesis of iodovinyl spiroindolenine-cyclopentanes

Jingrui He  1 , Xinrui Zhou  1 , Haibo Mei  1 , Ata Makarem  2 , Ramin Javahershenas  3 , Vadim A Soloshonok  4   5 , Jianlin Han  1
Affiliations

Electrochemical reaction of indole-tethered alkynes enabling stereoselective synthesis of iodovinyl spiroindolenine-cyclopentanes

Jingrui He et al. Chem Commun (Camb). .

Abstract

A novel electrochemical iodination/spirocyclization reaction of 3-alkynyl indoles with n-Bu4NI as coupling partner and electrolyte is developed, which affords iodovinyl spiroindolenine-cyclopentanes as products in excellent yields and high E-stereoselectivities. This reaction tolerates a wide range of 3-alkynyl indoles and iodide sources, which represents the first example of the electrosynthesis of spiroindolenine-cycloalkanes.

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