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Updated: Jul 5, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Biaryl formation from 5-(2-bromobenzyl)-substituted piperidin-2-ones via palladacycles
Gedu Satyanarayana1, Martin E Maier
1Institut für Organische Chemie, Universität Tübingen, Tübingen, Germany.
Abstract:
The reaction of piperdin-2-ones with a 2-bromobenzyl substituent in the 5-position in the presence of a palladium catalyst leads to biaryl compounds. Their formation can be explained via initial C-H insertion of the aryl palladium species into the allylic C-H bond of the piperidinone. This eventually leads to a metallacycle containing Pd(II) that inserts another aryl bromide, promoting the formation of the biaryl bond.
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