Gupta Shiv Shankar, Gupta Shivangi, Gupta Puneet, Sharma Upendra
C-H Activation & Phytochemistry Lab Chemical Technology Division, CSIR-IHBT, Palampur, HP 176 061, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India.
Chemistry. 2023 Sep 6;29(50):e202301360. doi: 10.1002/chem.202301360. Epub 2023 Aug 8.
The selective C7-allylation of indolines with allyl bromide under ruthenium catalysis has been revealed here. Under established reaction conditions, C7-allylation of various indolines, including drug compounds, was accomplished with good selectivity and yields. Based on combined experimental and density functional theory (DFT) studies, the olefin insertion route was energetically favorable among four possible pathways. Experimental and DFT studies further revealed that the C-H activation is a reversible rate-limiting step.
本文揭示了在钌催化下吲哚啉与烯丙基溴的选择性C7-烯丙基化反应。在既定反应条件下，各种吲哚啉（包括药物化合物）的C7-烯丙基化反应均以良好的选择性和产率完成。基于实验和密度泛函理论（DFT）研究，在四种可能的途径中，烯烃插入途径在能量上是有利的。实验和DFT研究进一步表明，C-H活化是一个可逆的限速步骤。
