报道了一种用于合成对称/不对称三芳基甲烷和二芳基甲烷的无过渡金属方法。该协议具有温和的条件、原料试剂、极低的催化剂负载、显着的范围(>85 个示例)和克级合成(TON=475)。此外,还展示了几种未开发的生物活性分子,例如抗帕金森剂、vibrindole A、涡轮霉素 B 和抗乳腺癌剂的全合成。还进行了对照实验和机理研究,以检测反应中间体和反应进程,以阐明可能的反应机理。
A rapid, highly efficient, and general protocol for the synthesis of functionalized triarylmethanes: a straightforward access for the synthesis of (−)-tatarinoid C
作者:B. Madhu Babu、Pramod B. Thakur、N. Nageswara Rao、G. Santosh Kumar、H.M. Meshram
DOI:10.1016/j.tetlet.2014.01.107
日期:2014.3
functionalized triarylmethane is described by the Friedel–Crafts alkylation of methoxybenzenes with a variety of aldehydes in the presence of BF3·OEt2. The generality of the method is demonstrated by screening a variety of di- or tri-substituted arenes as well as substituted aromatic, heteroaromatic, and aliphatic aldehydes. (−)-Tatarinoid C is synthesized in a single step following the same protocol.