Palladium(II)-Catalyzed Stereospecific Alkenyl C–H Bond Alkylation of Allylamines with Alkyl Iodides

A palladium-catalyzed stereospecific alkylation of allylamines with primary and secondary alkyl iodides is described. Isoquinoline-1-carboxamide (IQA) acts as directing group to generate multisubstituted olefin products in cis configuration in moderate to good yields. Mechanistic studies suggest tha...

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Bibliographic Details
Published in:ACS catalysis 2019-05, Vol.9 (5), p.4271-4276
Main Authors: Luo, Yun-Cheng, Yang, Chao, Qiu, Sheng-Qi, Liang, Qiu-Ju, Xu, Yun-He, Loh, Teck-Peng
Format: Article
Language:English
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Summary:A palladium-catalyzed stereospecific alkylation of allylamines with primary and secondary alkyl iodides is described. Isoquinoline-1-carboxamide (IQA) acts as directing group to generate multisubstituted olefin products in cis configuration in moderate to good yields. Mechanistic studies suggest that alkenyl C–H bond activation is the rate-determining step.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.8b04415