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首页> 外文期刊>Journal of the Chemical Society, Perkin Transactions 1 >Preparation of 1-phenylcyclohexa-2,5-diene-1-carboxylates and their use in free-radical mediated syntheses
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Preparation of 1-phenylcyclohexa-2,5-diene-1-carboxylates and their use in free-radical mediated syntheses

机译：1-苯基环己-2,5-二烯-1-羧酸酯的制备及其在自由基介导的合成中的应用

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摘要

Synthetic routes to pure 1-phenylcyclohexa-2,5-diene-1-carboxylic acid and derived esters were developed. Estersncontaining appropriately unsaturated side chains generated the corresponding alkenyl radicals and hence gave goodnyields of 5-exo ring closure products in organotin-free reactions. Extrusion of phenyl radicals from the intermediatencyclohexadienyl type radicals was not observed, and this alternative β-scission did not compete under any conditions.nYields from alkylations of olefins in analogous intermolecular processes were, however, poor. As a spin-off from thenresearch, it was found that 1-phenylcyclohexa-2,5-diene-1-carboxylic acid (6) was a useful source of hydroxyformyln(formate) radicals in organic solvents.
机译：开发了合成纯1-苯基环己-2,5-二烯-1-羧酸及其衍生酯的途径。含有适当不饱和侧链的酯产生相应的烯基，因此在无有机锡的反应中产生了5-exo闭环产物。没有观察到从中间环己二烯基型自由基中挤出苯基自由基，并且该替代的β-断裂在任何条件下都没有竞争。然而，在类似的分子间过程中烯烃烷基化的产率很差。作为随后研究的副产品，发现1-苯基环己-2,5-二烯-1-羧酸（6）是有机溶剂中羟基甲酰基（甲酸酯）自由基的有用来源。

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