19161-56-9Relevant academic research and scientific papers
Synthesis of 3,3′-Disubstituted Isobenzofuran-1(3H)-Ones via Cs0.5H2.5PW12O40-Catalyzed Difunctionalization of Carbonyls
Liu, Yu-Feng,Cao, Gang-Ming,Chen, Lei,Li, Ke,Lin, Xiao-Ling,Xu, Xin-Xin,Le, Zhang-Gao,Yang, Guo-Ping
supporting information, p. 1460 - 1464 (2022/03/31)
We reported a method for the synthesis of 3,3′-disubstituted isobenzofuran-1(3H)-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(3H)-ones with the factual yield range of 61–96%. The reaction uses Cs0.5H2.5PW12O40 as a catalyst and produces water as the sole by-product. Various functional groups could be introduced to the isobenzofuran-1(3H)-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. (Figure presented.).
Regio- and Stereoselective Synthesis of (Z)-3-Ylidenephthalides via H3PMo12O40-Catalyzed Cyclization of 2-Acylbenzoic Acids with Benzylic Alcohols
Yang, Guoping,Li, Ke,Lin, Xiaoling,Li, Yijin,Cui, Chengxing,Li, Shixiong,Cheng, Yuanyuan,Liu, Yufeng
supporting information, p. 3017 - 3022 (2021/09/13)
We report an exclusively tandem C—O and C—C bond forming beyond the esterification and cyclization reaction of 2-acylbenzoic acids with alcohols to regio- and stereoselective synthesis of the (Z)-3-ylidenephthalides. The reaction uses the nontoxic, inexpensive H3PMo12O40 as catalyst and produces water as the sole by-product, making the reaction environmentally benign and sustainable. Moreover, this reaction features an eco-friendly reaction condition, facile scalability, and easy derivatization of the products to drugs and bioactive compounds. The mechanism studies and density functional theory calculations reveal that the appropriate acid catalyst is the key to the selectivity of this transformation.
