Siting Qu, Shuang Gu, Yi Tang, Dr. Bing Zheng, Prof. Dr. Hongchao Guo
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引用次数: 0
Abstract
A phosphine-catalyzed tandem annulation/rearrangement reaction of yne-enones with N-tosylimines has been developed, which proceeds well to afford the conjugated imines in moderate to high yields as single geometric isomer. Under mild reaction conditions, this reaction shows good tolerance for a variety of yne-enones and N-tosylimines. This article provides 26 examples with yields up to 94% and diastereoselectivity greater than 20:1. The scale-up reaction and further transformations were also successful, making it a powerful tool for the synthesis of conjugated imine derivatives as single geometric isomers. In addition, a reasonable reaction mechanism involving [2 + 2] cycloaddition and rearrangement is proposed.
期刊介绍:
ChemistrySelect is the latest journal from ChemPubSoc Europe and Wiley-VCH. It offers researchers a quality society-owned journal in which to publish their work in all areas of chemistry. Manuscripts are evaluated by active researchers to ensure they add meaningfully to the scientific literature, and those accepted are processed quickly to ensure rapid online publication.