Gurale Bharat P, Shashidhar Mysore S, Sardessai Richa S, Gonnade Rajesh G
The Division of Organic Chemistry, CSIR-National Chemical Laboratory, Pashan Road, Pune, 411 008, India.
The Division of Organic Chemistry, CSIR-National Chemical Laboratory, Pashan Road, Pune, 411 008, India.
Carbohydr Res. 2018 May 22;461:38-44. doi: 10.1016/j.carres.2018.03.007. Epub 2018 Mar 14.
A method for the preparation of benzene derivatives from myo-inositol, an abundantly available phyto chemical is described. 1,3-Bridged acetals of inososes undergo step-wise elimination leading to the formation of polyoxygenated benzene derivatives. This aromatization reaction proceeds through the intermediacy of a β-alkoxyenone, which could be isolated. This sequence of reactions starting from myo-inositol, provides a novel route for the preparation of polyoxygenated benzene derivatives including polyoxygenated biphenyl. This scheme of synthesis demonstrates the potential of myo-inositol as a sustainable non-petrochemical resource for aromatic compounds.
描述了一种由肌醇（一种大量可得的植物化学物质）制备苯衍生物的方法。肌醇糖的1,3-桥连缩醛进行逐步消除反应，从而形成多氧化苯衍生物。这种芳构化反应通过可分离的β-烷氧基烯酮中间体进行。从肌醇开始的这一系列反应，为制备包括多氧化联苯在内的多氧化苯衍生物提供了一条新途径。该合成方案证明了肌醇作为芳香族化合物可持续非石化资源的潜力。
