Free radical addition of α-telluroesters to alkenes

✍ Scribed by Nobuaki Kambe; Li-Biao Han; Shin-ichi Fujiwara; Noboru Sonoda

• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: English
• Weight: 92 KB
• Volume: 22
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.20716

✦ Synopsis

Abstract

α‐(Phenyltelluro)esters 2 reacted with electron‐rich alkenes 3 in the presence of a catalytic amount of azobisisobutyronitrile (AIBN) as an initiator to give the corresponding addition products 4. This carbotelluration of alkenes proceeded via a radical chain mechanism involving the bimolecular homolytic substitution (S~H~2) reaction on tellurium as the key step, wherein tellurium plays an important role in a kinetic fashion to realize the rapid group transfer process resulting in suppressing the competing olefin polymerization. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:518–522, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20716