Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, East China Normal University , Shanghai 200062, China.
Org Lett. 2014 Feb 7;16(3):733-5. doi: 10.1021/ol403762e. Epub 2014 Jan 29.
An efficient and practical method for the synthesis of unsymmetric benzils from readily available β-ketoaldehydes has been developed. Various unsymmetric 1,2-diaryldiketones bearing functional groups have been obtained in good to excellent yields under mild reaction conditions. A plausible mechanism was proposed, and α,α-dichloroketone was considered as the key intermediate. The generation of α,α-dichloroketones from β-ketoaldehydes may undergo the following steps: (1) oxidation by sodium hypochlorite, (2) decarboxylation, and (3) chlorination by Cl2 generated from sodium hypochlorite.
已经开发出一种从易得的β-酮醛合成不对称苯偶酰的高效实用方法。在温和的反应条件下，各种带有官能团的不对称 1,2-二芳基二酮可以以良好到优异的产率得到。提出了一个合理的机制，并且认为α,α-二氯代酮是关键中间体。β-酮醛生成α,α-二氯代酮可能经历以下步骤：（1）次氯酸钠氧化，（2）脱羧，和（3）次氯酸钠生成的 Cl2 氯化。
