Synthesis of 3,3′‐Disubstituted Isobenzofuran‐1(3<i>H</i>)‐Ones via Cs<sub>0.5</sub>H<sub>2.5</sub>PW<sub>12</sub>O<sub>40</sub>‐Catalyzed Difunctionalization of Carbonyls
Yufeng Liu, Gang‐Ming Cao, Lei Chen, Ke Li, Xiao‐Ling Lin, Xinxin Xu, Zhanggao Le, Guo‐Ping Yang
Abstract
Abstract We reported a method for the synthesis of 3,3′‐disubstituted isobenzofuran‐1(3 H )‐ones via the carbonyl difunctionalization of 2‐acylbenzoic acids. A range of nucleophiles was reacted with 2‐acylbenzoic acids to furnish the functionalized isobenzofuran‐1(3 H )‐ones with the factual yield range of 61–96%. The reaction uses Cs 0.5 H 2.5 PW 12 O 40 as a catalyst and produces water as the sole by‐product. Various functional groups could be introduced to the isobenzofuran‐1(3 H )‐one skeletons via the C−P/C−N/C−O/C−C bond formation, which would provide opportunities for the synthesis of potential biologically active molecules. Based on the preliminary experiments, a plausible mechanism is proposed. magnified image