| Abstract
| - Enediynyl ethyl ethers 14/17 weresynthesized by using thePd(PPh3)4-catalyzedcross-couplingreactions between enynyl iodides 13/16 and(2-ethoxyethynyl)zinc chloride. Thermolysis of theseenediynyl ethyl ethers in refluxing chlorobenzene (132 °C) promoted aretro-ene reaction to produceenyne−ketenes, which underwent the Moore cyclization reactions toform the biradicals having aphenyl radical center and a phenoxy radical center. The presenceof two radical centers in thesame molecule simultaneously provided many opportunities forintramolecular decay throughdisproportionation, radical−radical combination, and the formation ofo-quinone methide.
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