A base controlled regioselective 1,6-cyanoallylation of suitably functionalized 2H-pyran-2-ones has been demonstrated for the synthesis of various multi-substituted benzenes through a tandem process. We observed that lithium hydroxide provides a major product from α-attack and a minor product from γ-attack of allyl cyanide, while the use of sodium hydride as a base exclusively provides the product by γ-attack of allyl cyanide. We have also performed NMR experiments to understand the mechanistic pathway. The structure of the compound was confirmed by single crystal X-ray analysis.

中文翻译：

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碱控制的烯丙基氰化物的多种反应活性，用于合成多取代苯†

已经证明了适当官能化的2 H-吡喃-2-酮的碱控制的区域选择性1，6-氰基烯丙基化用于通过串联方法合成各种多取代的苯。我们观察到，氢氧化锂提供的主要产物是α-攻击，而次要的产物是γ-烯丙基氰，而氢化钠作为碱只能提供γ-攻击的烯丙基氰。我们还进行了NMR实验，以了解机理。该化合物的结构通过单晶X射线分析确认。