ChemInform Abstract: Palladium-Catalyzed Heteroannulation with Acetylenic Carbinols: Synthesis of 3-Acylmethylisoindolin-1-ones.

✍ Scribed by Nitya G. Kundu; M. Wahab Khan; Jyan S. Mahanty

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 29 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199951119

✦ Synopsis

Palladium-Catalyzed Heteroannulation with Acetylenic Carbinols: Synthesis of 3-Acylmethylisoindolin-1-ones.

-Iodobenzamides (I) react with carbinols (II) to give the title compounds (III) in one step, instead of the expected 3-alkylidene isoindolin-1-ones. Carrying out this reaction at room temperature, only the alkynols (IV) are obtained, which can be cyclized to the title compounds (IIIa)-(IIIc). However, the overall yields are poorer. The formation of (III) is in contrast to the reaction of 2-iodophenol or 2-iodobenzoic acid with similar acetylenic carbinols. -(KUNDU, NITYA G.;