Ruthenium-Catalyzed [2+2] Cycloadditions of Bicyclic Alkenes with Alkynyl Phosphonates
Ruthenium-Catalyzed [2+2] Cycloadditions of Bicyclic Alkenes with Alkynyl Phosphonates
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DOI：
10.1021/jo9010206
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发表时间：
2009-08-07
影响因子：
3.6
通讯作者：
Tam, William
中科院分区：
文献类型：
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作者：
Cockburn, Neil;Karimi, Elham;Tam, William
研究了钌催化的双环烯烃与炔基膦酸酯的[2 + 2]环加成反应。发现膦酸酯部分与Ru催化的环加成反应相容，从而以低至优异的产率（高达96%）得到相应的环丁烯环加合物。炔基膦酸酯比其它杂原子取代的炔如炔基卤化物、炔基硫化物、炔基砜表现出更低的反应活性，并且需要更高的反应温度和更长的反应时间。
Ruthenium-catalyzed [2 + 2] cycloadditions of bicyclic alkenes with alkynyl phosphonates were investigated. The phosphonate moieties were found to be compatible with the Ru-catalyzed cycloadditions giving the corresponding cyclobutene cycloadducts in low to excellent yield (up to 96%). Alkynyl phosphonates showed lower reactivity than other heteroatom-substituted alkynes such as alkynyl halides, ynamides, alkynyl sulfides, and alkynyl sulfones and required a higher reaction temperature and much longer reaction time.