Palladium-Induced Intramolecular Coupling Reactions of Some Alkenyl(o-iodobenzyl)silanes

✍ Scribed by Zhu Teng; Reinhart Keese

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: German
• Weight: 108 KB
• Volume: 82
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/(sici)1522-2675(19990407)82:4<515::aid-hlca515>3.0.co;2-y

✦ Synopsis

The first examples for the formation of siloles by intramolecular Heck-type cyclizations are reported. Upon treatment with [PdCl 2 (PPh 3 )], the (o-iodobenzyl)vinylsilanes 4a and 4c give the siloles 5a and 5c as well as the vinyl-transfer products 6a and 6c (Scheme 2), respectively. Under CO pressure 4a and 4c react to the carbonylation products in modest yields (Scheme 3). In addition, carbonylative crossover is observed with 4a.