铑催化的邻苯二甲酸酐与环状2-重氮-1,3-二酮和甲醇的串联C—H活化/跨环偶联/环化反应合成酯基官能化的并环异香豆素类化合物的研究

Synthesis of Esterified/Fused Isocoumarins via Rh-Catalyzed C—H Activation/Transannulative Coupling/Annulation of Phthalic Anhydrides with Cyclic 2-Diazo-1,3-diketones and Methanol

报道了一种铑(Ⅲ)催化的基于邻苯二价酸酐与环状2-重氮-1,3-二酮和甲醇的串联反应构建酯基官能化环己烯酮并异香豆素衍生物的方法.该反应经由C—H键活化、跨环偶联及随后的环化反应实现一个C—C键和两个C—O键的构筑.该反应体系中无需加入任何添加剂或碱,并能在空气氛围下很好地进行,且具有良好的官能团容忍性和底物普适性.

A rhodium(Ⅲ)-catalyzed cascade reaction of phthalic anhydrides with cyclic 2-diazo-1,3-diketones and methanol for modular access to esterified cyclohexenone-fused isocoumarins has been developed.This strategy involves the process of one C—C and two C—O bonds formation through C—H activation,transannulative coupling and subsequent annulation process.Furthermore,no additive and base are needed in this transformation,and interestingly,the reaction could proceed well under air atmosphere with broad substrate and good functional groups tolerance.