ChemInform Abstract: Transition Metal-Catalyzed Cyclization of 2-Allylphenol to 2,3-Dihydro-2-methylbenzofuran Without β-Elimination.

✍ Scribed by Kazushige Hori; Hideki Kitagawa; Akio Miyoshi; Tetsuo Ohta; Isao Furukawa

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 38 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199913062

✦ Synopsis

Transition Metal-Catalyzed Cyclization of 2-Allylphenol to 2,3-Dihydro-2-methylbenzofuran Without β-Elimination. -The intramolecular nucleophilic addition of 2-allylphenols is efficiently promoted by a new RuCl 3 •nH 2 O/AgOTf-PPh 3 -Cu (O-Tf) 2 catalyst system to furnish methylbenzofurans [cf. (II) and (VI)] in good yields. Similarly, 2-butenylphenol (VII) is converted to benzopyran (VIII). -(HORI, KAZUSHIGE; KITA-