Details

Autor(en) / Beteiligte

• Liu, Wei-Min
• Liu, Zhen-Hong
• Cheong, Wei-Wen
• Priscilla, Lu-Yi Teo
• Li, Yongxin
• Narasaka, Koichi

Titel

Synthesis of 2,5-Disubstituted Pyrrolidines from N-Alkenyl and Alkynyl N-Benzoyloxysulfonamides Catalyzed by (CuOTf) 2 ･C 6 H 6

Ist Teil von

• Bulletin of the Korean Chemical Society, 2010, Vol.31 (3), p.563-569

Erscheinungsjahr

2010

Quelle

EZB Electronic Journals Library

Beschreibungen/Notizen

• A new synthetic method of 2,5-disubstituted pyrrolidines is developed by the cyclization of unsaturated N-benzoyloxysulfonamides by $(CuOTf)_2{\cdot}C_6H_6$ in refluxing dichloroethane. Various N-4- and N-5-alkenyl and alkynyl N-benzoyloxysulfonamides are cyclized to give pyrrolidines. The cyclization proceeds via addition of sulfonamidoyl radicals to intramolecular unsaturated bonds or allylic hydrogen abstraction with the radical intermediates.