Joshi Ashish, Moorthy Shruti, Chavada Lilesh Rambhai, Singh Saurabh Kumar, Pandey Ashok Kumar
Fluoro-Agrochemicals Division, CSIR-Indian Institute of Chemical Technology (CSIR-IICT), Tarnaka, Hyderabad, Telangana 500007, India.
Chemical Science Division, Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
Chem Commun (Camb). 2023 Aug 1;59(62):9497-9500. doi: 10.1039/d3cc01604h.
Merging C(sp)-H allylation and alkene difunctionalization events to access isochroman-1-imines, using -aroyl aminoesters, MBH acetates, and NBS, under Ru(II)/Ru(IV) catalysis has been developed. Using H NMR, ESI-MS, HRMS, control reactions, deuterium labeling experiments, and DFT analysis, the allyl transfer (redox) process was proven to involve in C-H allylation rather than olefin insertion. Scale-up and synthetic transformations demonstrated the sustainability of this method.
在Ru(II)/Ru(IV)催化下,利用芳酰基氨基酯、MBH乙酸酯和NBS,将C(sp)-H烯丙基化和烯烃双官能团化反应合并,以制备异苯并二氢吡喃-1-亚胺。通过1H NMR、ESI-MS、HRMS、对照反应、氘代标记实验和DFT分析,证明烯丙基转移(氧化还原)过程参与了C-H烯丙基化而非烯烃插入。放大实验和合成转化证明了该方法的可持续性。