Organic Chemistry Division, CSIR-National Chemical Laboratory (CSIR-NCL), Dr. Homi Bhabha Road, Pune-411008, India.
Org Lett. 2012 Aug 17;14(16):4098-101. doi: 10.1021/ol301742k. Epub 2012 Aug 3.
A high-yielding, versatile and practical Diels-Alder reaction of pentafulvenes with arynes under mild reaction conditions is reported. The aryne generated by the fluoride induced 1,2-elimination of 2-(trimethylsilyl)aryl triflates undergoes efficient cycloaddition with 6-substituted and 6,6-disubstituted pentafulvenes leading to the formation of benzonorbornadiene derivatives.
报道了一种高产、多功能、实用的五氟乙烯与芳炔在温和反应条件下的 Diels-Alder 反应。通过氟化物诱导的 2-(三甲基甲硅烷基)芳基三氟甲磺酸酯的 1,2-消除生成的芳炔与 6-取代和 6,6-二取代五氟乙烯发生有效的环加成反应,生成苯并降冰片二烯衍生物。