Shambhavi Chikkabagilu Nagaraju, Jeganmohan Masilamani
Department of Chemistry, Indian Institute of Technology Madras, Chennai, Tamil Nadu 600036, India.
Org Lett. 2023 Jan 20;25(2):358-363. doi: 10.1021/acs.orglett.2c04036. Epub 2023 Jan 6.
A Ru(II)-catalyzed C-H alkenylation of benzimidates with unactivated alkenes providing -alkenylated benzonitriles in good to excellent yields in a highly regio- and stereoselective manner is described. In the reaction, an imidate group converted into a nitrile under the reaction conditions. The alkenylation reaction was compatible with various substituted benzimidates as well as functionalized unactivated olefins, including ibuprofen-, neproxen-, coumarin-, and cholesterol-substituted alkenes. A feasible reaction mechanism was proposed to account for the present alkenylation reaction.
本文描述了一种铑(II)催化的苯并咪唑酯与未活化烯烃的C-H烯基化反应,该反应能以高度区域和立体选择性的方式,以良好至优异的产率提供β-烯基化苯甲腈。在该反应中,亚胺酯基团在反应条件下转化为腈。烯基化反应与各种取代的苯并咪唑酯以及功能化的未活化烯烃兼容,包括布洛芬、萘普生、香豆素和胆固醇取代的烯烃。提出了一种可行的反应机理来解释目前的烯基化反应。