One-pot synthesis of stable phosphonium ylides using 2-aminothiophenol

✍ Scribed by Abbas Ali Esmaili; Mahnaz Ghereghloo; Mohammad Reza Islami; Hamid Reza Bijanzadeh

• Book ID: 104205376
• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 99 KB
• Volume: 59
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(03)00693-8

✦ Synopsis

Protonation of reactive 1:1 intermediates produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxylate by 2-aminothiophenol leads to vinylphosphonium salts, which undergo Michael addition with thiophenolate anion to produce highly functionalized phosphonium ylides in excellent yields.