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Updated: May 22, 2025

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
Published on: March 20, 2017
Access to 5- to 14-Membered N-Heterocycles by Alkylamination of 1,3-Dienes via Palladium Catalysis
Guang-Qiang Tan1, Qiao-Ling Zhou1, Hai-Tao Qin1
1Jiangsu Key Laboratory of Neuropsychiatric Diseases and Department of Medicinal Chemistry, College of Pharmaceutical Sciences, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, China.
Abstract:
Medium-sized rings show great potential in medicinal chemistry but are difficult to achieve via direct cyclization reaction. We herein report a versatile and mild photocatalytic approach for synthesis of medium- and large-sized vinyl N-heterocycles by radical-mediated cyclization of sulfonamides with pendant 1,3-dienes. The reaction involves the generation of radicals from alkyl halides and cyclization of π-allylpalladium species. This method could serve as a versatile platform for the construction of N-heterocycles with medium- and large-sized rings via Pd catalysis.
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