Palladium catalyzed double heck arylation of cyclopentene

✍ Scribed by Mahavir Prashad; John C. Tomesch; James R. Wareing; Howard C. Smith; Seung Hoon Cheon

• Book ID: 104229299
• Publisher: Elsevier Science
• Year: 1989
• Tongue: French
• Weight: 220 KB
• Volume: 30
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)99147-0

✦ Synopsis

A convenient synthesis of 1,3-diarylcyclopentenes is described via a palladium catalyzed double Heck arylation of cyclopentene with aromatic halides.

Preparation of 1,34iarylcyclopentane

derivatives 1, carbon isosteres of the known Platelet Activating Factor (PAP) antagonists 2,5-diaryltetrahydrofuransl, requires 1,3diarylcyclopentenes 2 as key intermediates. The reported2

method of synthesis of 1,3-disrylcyclopentenes involves several steps proceeding via arylgrignard reagents, which are often prone to dimerization to biphenyls3.