Selective sequential addition of diphenyl diselenide to ethyl propiolate and isocyanides upon irradiation with near-UV light

✍ Scribed by Akiya Ogawa; Mikio Doi; Kaname Tsuchii; Toshikazu Hirao

• Book ID: 104230201
• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 66 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)00123-x

✦ Synopsis

Upon irradiation through Pyrex with a tungsten lamp (hw>300 nm), diphenyl diselenide adds to electron-deficient alkynes such as ethyl propiolate and isocyanides sequentially to provide the corresponding three-component coupling products in moderate to high yields selectively. The appropriate strength of carbon-radical trapping by diphenyl diselenide facilitates its selective three-component coupling with ethyl propiolate and isocyanides.